Annapolis Historical Real Estate

Located in a central location in Eastport, this cottage was built in 1925 and still retains the charm and integrity of the period with heart pine floors in several rooms in excellent condition, and a wood burning fireplace in living room. Updated kitchen with gently used appliances, granite service and many cabinets for storage. A second main level bedroom was added eight years ago with full bath for guests or owners who prefer same level living or prefer a separate den/television room. Upstairs primary bedroom, bathroom and siting room which could easily be renovated to a lovely suite with extra closets. Main level office that could also have a Murphy/day bed for extra space for overnight guests. Very dry basement with access to outside. Major storage space. The front of the house has a "bay garden" with native plantings and seasonal blooms. Mature trees in front and backyards with a majestic Willow Oak and the "king tree". Spacious backyard with brick patio for entertaining and area for extra plantings. Storage shed for garden/kayaks, and extra outdoor equipment. The backyard could be changed with landscape design if desired. Fenced backyard for pets and privacy. Off street parking for 3-4 cars - a rarity in Eastport. This is one of the best locations in Annapolis to live - located two blocks away from walking across Spa Creek Bridge to downtown, Naval Academy, restaurants, and pubs. Top location in Eastport with restaurants, marinas within minutes to walk to. This property is in very good move-in condition but has good opportunities to make renovations and changes to the suit the new buyers. 711 Severn Ave is a unique and rare gem of a property. This property is being sold AS IS.

711 Severn Avenue Ave, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$550,000

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:

$709,900

Nestled in the charming Admiral Heights neighborhood, this beautifully renovated ranch-style home offers a perfect blend of comfort and modern living. With three spacious bedrooms and two full bathrooms, the open floor plan invites you to enjoy seamless transitions between the family room and the upgraded kitchen, featuring a oversized island with seating for 6, stainless steel appliances, and elegant granite countertops. The warm wood floors and recessed lighting create an inviting atmosphere, while the cozy fireplace adds a touch of warmth for those cooler evenings. Step outside to discover a serene outdoor space adorned with extensive hardscaping and lush gardens, perfect for relaxation or entertaining. The deck provides an ideal spot for morning coffee or evening gatherings with family and friends, all while enjoying views of the surrounding matured trees and lush gardens. With a generous 0.25-acre lot, there's plenty of room to breathe and unwind and relax. The renovations in the last several years of the kitchen, deck, roof and new windows ensure that this home is in excellent condition, ready for you to move in and make it your own. The partially finished basement offers additional space for entertaining and utility room w/storage. The huge detached 538 sq foot 2 car garage offers room to improve the space or for all your hobbies and the paved driveway provide ample parking. As part of the Admiral Heights community, you'll have access to delightful amenities, including a picnic area, outdoor pool, and private dock on Weems Creek, perfect for kayaking or canoeing(Pool and Boat Club membership available with a fee)Enjoy the tranquility of waterfront living while being just moments away from local shops, dining, and parks. Walkable to local to Navy Stadium, West street cafes, the public library, parks, West Annapolis restaurants and shops and all in the center of what Annapolis has to offer!! This home is not just a place to live; it's a lifestyle waiting for you to embrace!

127 Porter Dr, Annapolis

Listing courtesy of RE/MAX Leading Edge. Contact:

$365,000

This property offers the perfect blend of convenience, comfort, and waterfront community living with a desirable lock-and-leave lifestyle on Back Creek. Relax or entertain on the expansive private deck, where you can enjoy views of sailboats in the marina and the vibrant seasonal colors of the wooded community area across the street. Inside, the bright and elegant white kitchen features stunning quartz countertops. Freshly painted and brand-new wall-to-wall carpeting makes this home truly move-in ready. Storage is plentiful, with generous closet space inside the condo, a dedicated lower-level storage cage, storage for your canoe & kayaks and a convenient bicycle rack. Residents of Severn House enjoy an exceptional array of amenities, including rentable canoe, kayak, and paddle board racks, EV charging stations, waterfront parks, outdoor grilling areas, and a community pool. The waterfront pavilion provides the perfect setting for outdoor dining, entertaining, and taking in the serene water views. Ideally located just minutes from Eastport and Downtown Annapolis, you'll have easy access to boutique shopping, award-winning restaurants, waterfront activities, and cultural attractions. Condo fees include gas and water. Please note that this is a pet-free community. Don't miss this rare opportunity to enjoy stylish, maintenance-free waterfront living in one of Annapolis' most desirable communities. Schedule your showing today!

795 Fairview Ave Unit 795 C, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$539,900

Welcome to this spacious 3-bedroom, 3-full-bath home in the sought-after, water-privileged community of Cape St. Claire! This home features a versatile layout with room to relax, entertain, and spread out. The newly remodeled kitchen is a true highlight, featuring granite counters, new flooring, and a full suite of 2023 appliances, including refrigerator, dishwasher, range, and cooktop. The main level also offers a formal dining room, a spacious living room anchored by a wood-burning fireplace, and three bedrooms, including a primary suite with a walk-in closet and full bath. Hardwood flooring adds warmth and character. The finished lower level adds even more flexibility with a generous family room, a bonus room ideal for a home office or exercise room, a full bath, laundry and utility rooms, and convenient access to the attached two-car garage. Outside, the large backyard offers plenty of space to enjoy the outdoors, and the corner lot with a horseshoe driveway provides additional parking for everyday living and entertaining. Life in Cape St. Claire means the water is part of your everyday routine. Bordered by both the Chesapeake Bay and the Magothy River, this community offers multiple beaches and parks, including the Main Beach at the mouth of the Magothy with sweeping views of the Bay, along with three neighborhood marinas with community boat slips, a boat ramp, and kayak racks. The community clubhouse hosts events and gatherings, and Cape traditions include the annual July 4th Celebration and Strawberry Festival. Cape St. Claire also has its own neighborhood shopping center, and both the elementary and high schools are located right in the community. Downtown Annapolis is just minutes away, with easy commuter access to Washington, D.C., Baltimore, and Fort Meade. Updates completed within the last 5 years include an updated HVAC system with all-new ductwork; updated electrical throughout; updated plumbing pipes and fixtures throughout; a complete basement renovation with an updated layout, raised ceilings, new flooring, lighting, electrical, and plumbing, a full bathroom, utility room, laundry room, and new windows and window wells (2023); an installed dehumidifier in the basement utility room; a reinforced attic truss system; a well pump upgraded to a continuous system; chimney repairs; an added upstairs bedroom complete with closet, electrical, and HVAC; new carpet in the bedrooms and on the basement stairs; new flooring in the back entryway and bedroom; extensive landscaping; and a built-in workbench and shelving in the garage. Additional system and appliance dates: heat pump and air conditioner updated in 2018, hot water heater (2026), kitchen appliances (2023), and washer and dryer (2021).

900 Blue Ridge Dr, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

$299,900

This absolutely charming cottage is on the market for sale for the first time since it was built. The price reflects the condition, but with some elbow grease it will be back in excellent shape in no time, that is if you don't do a full scale reno or rebuild to take advantage of the premier location across the street from the Little Magothy River. The home has a wrap around screen porch on two sides. Inside is a large living room with fireplace and knotty pine paneling walls and ceilings throughout. The kitchen was updated with 42" cabinets and features a dining area. There are two generously sized bedrooms and a full bath. The corner lot has a shed and double wide driveway and a kayak launch is a block away. The community provides a gorgeous waterfront park with beaches, pool, clubhouse, community docks and boat ramp, not to mention a shopping center and numerous parks. The house is sold AS IS and needs cash, hard money or maybe conventional with a large down payment. Highest and best offers are due by 10/28/26 at 5:00pm.

1105 Little Magothy Vw, Annapolis

Listing courtesy of Providence Realty. Contact:

$1,749,000

4 Beds ⋅ 4 Baths

Stress melts away the moment you pull into the driveway. Set on 1.06 peaceful acres in sought-after Admiral Heights, this mid-century modern home offers expansive views of Weems Creek in both directions, with a resident bald eagle that has called the neighborhood home for more than a decade. The house was fully renovated to the studs in 2022, with new windows, doors, chef's kitchen, design-grade bathrooms, insulation and flooring throughout. Inside are 4 bedrooms and 3.5 baths across 2,382 square feet, with numerous windows designed to take in the water views and the quiet setting. Recent updates continue outside: the exterior was painted in 2025, and the front yard was fully redone and the upper roof replaced in 2026. The work is done, so you can move in and enjoy it. The property includes an approximately 0.2-acre subdivided buildable lot, which offers room for a second home, a guest house for extended household or relatives, or a future investment. This waterfront location is ready to finish, so bring your dock designer/builder and complete the picture. Admiral Heights is a popular water-privileged community with a voluntary improvement association, a neighborhood pool with membership options, several community-owned docks, and a local boat club. You’re minutes from downtown Annapolis and the Navy-Marine Corps Memorial Stadium, with easy access to Route 50 for commuting to DC, Baltimore and beyond. A rare chance to own a renovated, private retreat on Weems Creek, with space to grow.

173 Williams Dr, Annapolis

Listing courtesy of Homecoin.com. Contact:

$1,895,000

4 Beds ⋅ 4 Baths

This delightful and updated Eastport beauty embodies the true charm of Eastport! The classic style and curb appeal abound, and the updates are already done for you! Centrally located for easy access to shopping and restaurants in Eastport, as well as a quick trip to downtown Annapolis. Offering 4bedrooms (one on main level), 3.5 baths, a dedicated mudroom with a wet sink, a finished basement with storage, bar, and half bath. Hardwood flooring throughout. The original garage and car port are located on the rear alley. Sellers are offering completed architectural plans for an ADU - ready for submission. The front of the home (new sod) is the original bungalow with all of its charm, and a formal living room with an updated wood burning fireplace (2019). The fourth bedroom and full bath are on the main level. The upper level has a generously sized primary bedroom with a vaulted ceiling, multiple closets, and space for a desk, workout studio or expanded closets. The additional two bedrooms and bath on the upper level are generously sized and have hardwood flooring. Laundry is on the bedroom level. The main-level, hand-scraped white oak floors were re-sanded and given a matte finish in Oct 2026. Central to the rear addition in the gorgeous kitchen and great room with space for dining, two sitting rooms and a gas fireplace. The sizeable, fenced, backyard includes a large patio for entertaining, a detached finished game room/office that could be converted back to 2-car garage, and a car port and driveway with parking for 2-3 cars. Please note that the rear yard has an astro-turf product on it that was professionally installed for wear and proper drainage.

830 Chester Ave, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$1,149,000

Classic Annapolis Charm Meets Downtown Convenience Built in 1928, this quintessential Annapolis colonial at 2 Murray Avenue puts you in the heart of downtown living. Stroll to City Dock, the Naval Academy, and the town’s best restaurants and coffee shops, then return to your lovely home with off street parking, fencing, lovely landscaping, and mature trees. Inside, the current owners have thoughtfully opened the kitchen to the dining area and added a window above the sink, adding natural light in the area where homeowners and guests gather. The main floor offers flexible living space, including a spacious family room addition at the back that flows easily from both the kitchen and living room. From here, step outside to the backyard and a charming outbuilding with electricity and a slate roof, a favorite entertaining space for previous owners and ready for your own ideas. The Details 3 bedrooms, 2 full baths, 1 powder room Open kitchen and dining area Living room with additional bonus room (previously used as a den, now used as an office and piano room), plus a family room Primary suite with private bath, ample closets, and a walk-in closet area that has doubled as a home office Unfinished basement and attic, offering abundant storage or possible room to expand Off-street parking, a rare find downtown Walk to City Dock, the Naval Academy, restaurants, and coffee Charming, light-filled, and perfectly located, 2 Murray Avenue is ready to welcome its next owner.

2 Murray Ave, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

303 Dreams Landing Way Unit 303, Annapolis

$424,900

Welcome to Dreams Landing, one of Annapolis's most desirable water-privileged condominium communities. Offering beautiful views of the Severn River, this charming two-bedroom, one-bath residence combines the tranquility of waterside living with an exceptional collection of community amenities. Move-in ready and thoughtfully updated, the residence features hardwood flooring throughout, an updated kitchen with upgraded countertops, cabinetry, and stainless steel appliances, and a beautifully renovated bathroom with a walk-in shower. The primary bedroom offers comfortable space, while the versatile second bedroom is perfect for guests, a home office, or both. Perched along a hillside overlooking the Severn River, Dreams Landing offers a picturesque setting of the Severn River. At the heart of the community, a sparkling swimming pool is surrounded by two expansive decks with breathtaking, elevated views of the river. These inviting spaces provide the perfect backdrop for relaxing afternoons, entertaining friends, and enjoying the community's cherished social gatherings. Boating enthusiasts will appreciate the community marina, which offers slips for vessels of various sizes and convenient access to the Chesapeake Bay. Additional amenities include a fitness center, a woodworking shop, and a private storage unit included with the residence. Beyond its exceptional amenities, Dreams Landing is known for its welcoming atmosphere and strong sense of community. Whether spending the day on the water, relaxing poolside, or simply watching the boats pass along the Severn River, residents enjoy a lifestyle that captures the very best of Annapolis living. Experience the charm, convenience, and exceptional water privileges of Dreams Landing. Schedule your private showing today!

303 Dreams Landing Way Unit 303, Annapolis

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

$1,895,000

Experience the timeless charm of waterfront living along the protected waters of Burley Creek, where beautifully landscaped grounds, a distinctive boathouse and exceptional boating amenities create an idyllic Chesapeake Bay retreat. Located in the sought-after Beechwood on the Burley community, this captivating Cape Cod combines classic architectural character with thoughtful modern improvements, offering a wonderful balance of everyday comfort and effortless waterfront entertaining. The waterfront is truly the heart of this remarkable property. Approximately 75 feet of shoreline, a private pier, boathouse with upgraded boat lift, and kayak launch invite endless opportunities to embrace life on the water. Exceptional docking accommodations include two deep-water slips capable of accommodating vessels up to 70 and 50 feet, a rare and desirable feature for the avid boating enthusiast. Extensive improvements include a reconfigured pier with new pilings, decking, and electrical service, along with a relocated boat lift beneath the boathouse. Whether setting out for a day on the Chesapeake Bay, enjoying a peaceful morning paddle, or gathering with friends along the shoreline, every day offers an extraordinary connection to the water. Inside, inviting living spaces blend traditional craftsmanship with modern conveniences. Rich hardwood flooring, architectural details, and impressive stone fireplaces create warmth and character throughout. The spacious family room opens to a screened porch, extending the living space outdoors, while the distinctive dining room and family room features vaulted ceilings, exposed beams, wet bar and a charming reading nook. The beautifully appointed kitchen offers granite countertops, and updated appliances. The main-level primary suite provides comfort and convenience with custom built-in cabinetry and an updated ensuite bath. Upstairs, two additional bedrooms, full bath and a bonus room feature vaulted ceilings and dormer windows offer welcoming accommodations for family and guests. The finished lower level features a second stone fireplace in the great room and multi-purpose room, creating another inviting destination for entertaining and relaxation. Outdoor living continues with a beautiful new stone patio, landscaped grounds, and multiple spaces to appreciate the peaceful waterfront setting. Additional improvements include updated HVAC systems, water treatment, fencing, and expanded parking. A detached two-car garage adds convenience. Residents of Beechwood on the Burley have access through the voluntary community association to a waterfront park, community pier, playground, and kayak storage. Located in the Blue-Ribbon Broadneck School district and just 5 miles to downtown Annapolis and Severna Park. Convenient to Baltimore, BWI, Ft. Meade/NSA and Washington, DC., the location provides the very best this region has to offer in a 30-mile radius. Welcome Home!

1858 Burley Rd, Annapolis

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

$699,900

Community Amenity Photos Coming Soon! Welcome home to this charming 4-bedroom, 2.5 bath home on a spacious, flat, fenced-in, corner lot in the heart of Epping Forest. Thoughtfully refreshed throughout, the home features recently refinished solid hardwood floors, freshly painted rooms and kitchen cabinets in a light, coastal-inspired palette, updated light fixtures, a custom built-in bench seating with storage in the dining room and convenient storage cubbies inside the front entrance. The eat-in kitchen features a portable island and extra-large pantry - perfect for entertaining! NEW ROOF WILL BE INSTALLED PRIOR TO SETTLEMENT. Step through the brand-new sliding door onto the spacious, refinished deck overlooking a newly fenced-in backyard. In spring and summer, you will find yourself surrounded by lush trees, birdsong and the sounds of coastal living. As the leaves fall, enjoy seasonal water views of the Severn River from the back of the property. Additional features include a fully finished walk-out basement with ample storage, recreation room with wood burning fireplace, a bonus room, half bath and custom work bench. A covered, waterproof carport is located off the walk-out basement under the deck. For the boating enthusiasts, the Severn River is practically at your doorstep. Just a two-minute walk down the road, a private mooring ball is located at Drevar Park and Beach which is suitable for a boat up to 20 feet -- making it easy to turn an afternoon on the water into part of your everyday lifestyle. The Epping Forest lifestyle in Annapolis is amazing! Within a five-minute walk, enjoy access to the brand-new marina, two beaches, parks, tennis, pickleball and basketball courts, a kids camp, chapel with weekly service (10-minute walk), clubhouse with restaurant/bar and party rooms that are available to rent. The clubhouse hosts private gatherings and beloved neighborhood traditions such as the annual Oyster Roast, Fourth of July and Labor Day events. Spend summer days on the Severn, take a stroll down to your boat, head to the beach or simply relax on the deck. Epping Forest is a community to enjoy year-round. Only minutes to commuter routes and downtown Annapolis. Special tax district - the fee is included in the property tax bill.

1759 Ebling Trl, Annapolis

Listing courtesy of Blackwell Real Estate, LLC. Contact:

$399,000

Open House Saturday 10/31 2-4pm! Rarely Available, Beautifully Redesigned 2 Bedroom, 2 Full Bath Condo in Severn House! Enjoy the best of Annapolis waterfront living in this beautifully updated condo, featuring two spacious bedrooms, each with en suite bathrooms, and the added convenience of a private, in-unit washer and dryer! The remodeled kitchen boasts maple cabinetry and stainless steel appliances, while fresh paint throughout creates a bright, welcoming atmosphere. The open living and dining areas flow seamlessly onto a large private balcony with partial water views—perfect for relaxing and unwinding. Heat and gas are included in the condo fee! Severn House offers an exceptional waterfront lifestyle with wonderful community amenities, including a waterfront swimming pool, expansive patio deck, EV charging stations, and a covered portico overlooking scenic Back Creek. Enjoy peaceful morning walks or evening strolls along the waterfront promenade while taking in beautiful views of the marina. Location, location, location! Nestled in a tranquil waterfront setting, Severn House is just a short walk from Eastport's popular restaurants, shops, and yacht clubs, with downtown Annapolis and the U.S. Naval Academy nearby. For an extra-special Annapolis experience, hop aboard the seasonal water taxi, which stops at Severn House, and enjoy a scenic ride into downtown! Convenient access to Routes 50 and 97 makes traveling to Baltimore, Washington, D.C., and area airports a breeze. Whether you're searching for a weekend retreat or a full-time residence, this beautifully updated condo offers the perfect combination of comfort, convenience, and the Annapolis waterfront lifestyle!

765 Fairview Ave Unit 765 C, Annapolis

Listing courtesy of Blackwell Real Estate, LLC. Contact:

$435,000

Damaged by storm. Listed and sold simutaneously.

1846 Lindamoor Dr, Annapolis

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

$619,000

Charming Homewood cottage with numerous recent updates! This property is located on a partially secluded lot bordering city-owned, undevelopable land encompassing the headwaters of College Creek. Enjoy a peaceful setting on the back deck with a sense of privacy, all while being conveniently located near downtown Annapolis, shopping, dining, and local amenities. Recent improvements include a newer hot water heater, HVAC system, appliances, windows, newly renovated bathroom, insulation, asphalt driveway, hardscape walkway and retaining wall. A detached finished shed with dedicated electric offers flexible space with the potential to serve as a private home office, studio, or hobby space. This delightful cottage combines classic charm, thoughtful updates, and a convenient Annapolis location! Don't miss this one!

30 Woodlawn Ave, Annapolis

Listing courtesy of Compass. Contact:

$2,200,000

720 Second St, Annapolis

Listing courtesy of Rosso Commercial Real Estate Services, LLC.. Contact:

$525,000

Truly charming 4 bed- & 2 bathroom Cape Cod on almost half acre lot with 2 sheds/ work shops; in Eastport general area. Really nice big porch to enjoy your morning coffee. Freshly painted inside and out with recent upgrades. Classic features include hardwood floors, built-ins and custom trim. Great bonus sunroom/ office space. Separate dining & living room. Roof 5 years new and new boiler. Great lifestyle with easy stroll to downtown Eastport & Historic Annapolis shops, restaurants & Quiet Waters Park on the South River; with its extensive biking & hiking trails and doggie parks & beach. Also summer concerts & other events. Great place to call home! : )

1033 Forest Hills Ave, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

$600,000

Bring your boat. At Severn House in Eastport, this 3-bedroom, 2-bath condominium comes with a 40-foot boat slip on Back Creek — a rare find in one of Annapolis’s most sought-after waterfront neighborhoods. Inside, an open floor plan and warm hardwood floors create a light, welcoming flow, with picturesque water views as your backdrop. Outside your door, the community offers a kayak launch, a swimming pool, and a gathering deck made for sunsets and good company. Step outside and you’re in the heart of Eastport — waterfront restaurants, neighborhood favorites, marinas, and a lively maritime spirit all within an easy stroll. And when you want more, downtown Annapolis’s shopping and dining are just minutes away. It’s true lock-and-leave living: travel when you like, come home to the water when you want. Don’t let another day slip by — your way to fabulous starts here.

760 Fairview Ave Unit 760 C, Annapolis

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

$650,000

SOMETHING SPECIAL IS COMING TO HILLSMERE SHORES! Get ready to fall in love with 103 Great Lake Drive, an exciting new opportunity in one of Annapolis' most sought-after waterfront communities! Offering wonderful versatility and inviting spaces designed for both everyday comfort and effortless entertaining, this home features 2 fireplaces, a fabulous deck perfect for outdoor gatherings, and a separate in-law, nanny, or au pair suite that provides exceptional flexibility for extended family, guests, or multigenerational living. Imagine cozy evenings beside the fire, summer dinners under the stars, and weekends enjoying everything that makes Hillsmere Shores so special—including its beautiful community beach, marina, pool, and vibrant waterfront lifestyle. All just minutes from Historic Downtown Annapolis, shopping, dining, and everything the Chesapeake Bay region has to offer. A home with character, flexibility, and an address you'll love. More details and photographs coming soon. STAY TUNED!

130 Great Lake Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$700,000

5 Beds ⋅ 3 Baths

Stunning, updated home on a spacious .6-acre lot located just 2 miles from historic downtown Annapolis. The main level boasts beautifully refinished hardwood floors, updated eat-in kitchen, and a separate dining room. The bright living room with a wood-burning fireplace flows effortlessly toward outdoor living, featuring a spacious screened-in porch that exits to a large back deck. A desirable main-floor bedroom with a full ensuite bathroom offers ultimate convenience. Upstairs, you will find three additional hardwood-floored bedrooms sharing a tastefully updated full bathroom. The versatile basement provides a flexible space perfect for a rec room or fifth bedroom, complete with a full bath, laundry, and ample storage. The expansive, private backyard completes this property with a detached one-car garage and an additional separate storage shed.

1925 Fairfax Rd, Annapolis

Listing courtesy of RE/MAX Leading Edge. Contact:

$925,000

Annapolis Renovated Gem A distinctive Annapolis residence where updates, architectural detail, and an enviable waterfront-community setting come together. Welcome to 3134 Anchorage Drive, an extensively updated 4-bedroom, 3-full-bath home offering approximately 3,627 square feet in Annapolis’s desirable Anchorage waterfront community. Situated on a 0.26-acre lot, this distinctive residence features natural stone accents, a fenced backyard, storage shed, attached garage, expansive deck, and covered patio. The 2026 improvements include a new roof, new stainless-steel appliances, new fresh interior paint, new light fixtures throughout, new hardwood flooring in the great room, new lower-level luxury vinyl plank flooring, a fully renovated lower-level bathroom, and basement waterproofing by Charles Pastrana & Sons. Architectural highlights include a dramatic great room with soaring ceilings, three custom arched wood-framed windows with intricate divided-light detailing and decorative fanlights, Pella windows, and sliding-door access to the deck. The welcoming foyer showcases a two-story staircase with custom turned spindles, natural oak handrails, and crafted newel posts. The well-appointed kitchen features Hagerstown custom-made wood cabinetry, granite countertops, a generous pantry, and reverse-osmosis filtration at the kitchen and bar sinks. The spacious Owner’s Suite was an addition to create a larger primary bedroom with a sitting area, custom window moldings, a stained-glass accent, a large walk-in closet, and a spa-inspired en-suite bath with a glass-enclosed shower, whirlpool soaking tub, double granite vanity, and separate water closet. The lower level provides a versatile family room with a traditional cast-iron wood-burning stove and white brick surround, two additional bedrooms, a full bath, recreation room, laundry closet, workshop, utility room, storage, and direct garage access. Additional features include a two-zone air-conditioning system, water-treatment system, generator, and attic storage. Beautifully expanded and renovated, 3134 Anchorage Drive is located in the highly sought-after Anchorage Waterfront community where residents enjoy exceptional amenities with an HOA fee of just $123/month, which includes access to a boat slip, marina, boat ramp, community pool, rack for kayaks and paddle boards and a half basketball court. Don’t miss the chance to own this renovated gem in one of Annapolis’s most coveted neighborhoods.

3134 Anchorage Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

1954 Baltimore Annapolis Blvd, Annapolis

$1,200,000

7 Beds ⋅ 4 Baths

Set on a beautiful one acre lot with a U shaped driveway, this expansive 4,500 square foot contemporary rancher offers seven bedrooms, three full baths, generous living spaces, and a layout filled with possibilities. Recently updated by its longtime owners in preparation for its next chapter, the home combines distinctive architectural details with extensive improvements throughout. Step inside to an impressive open floor plan where soaring vaulted ceilings with exposed wood beams immediately draw your eye. Hardwood floors extend through the main living areas, while a dramatic wall of floor to ceiling windows spans the rear of the home, filling the space with natural light and showcasing peaceful wooded views. A two sided fireplace creates a striking focal point between the living and dining areas, adding warmth and character to both spaces. The kitchen offers new appliances along with a separate eat in area and convenient half bath. The main level features four spacious bedrooms, all with ceilings over nine feet. The hall bath includes a soaking tub, while the primary suite offers its own private bath with a walk in shower and new vanity. Step outside from the primary bedroom onto a private balcony overlooking the wooded setting. The finished lower level provides an incredible amount of additional living and entertaining space. An exceptionally large recreation room continues the home's connection to the outdoors with another wall of windows spanning the rear. A bar area opens conveniently to the lower level patio, creating a great setup for entertaining indoors and out. Three additional bedrooms and a full hall bath provide tremendous flexibility for guests, extended family, hobbies, or additional work from home space. The lower level also includes a large cedar closet, additional storage, a laundry and utility room, and a separate bonus room that could serve as an office, gym, hobby room, or additional storage. Recent improvements include fresh interior paint throughout, refinished hardwood floors on the main level, new LVP flooring throughout the lower level, new lighting, new appliances, a new front door and kitchen door, and a new air conditioning system. Located in Ferry Farms, a sought after water privileged community along the Severn River, the property offers the opportunity to enjoy the Annapolis waterfront lifestyle while still having the privacy and space of a full acre. Just across the Severn River from the U.S. Naval Academy and convenient to downtown Annapolis, the location offers a unique combination of water access, natural surroundings, and proximity to everything Annapolis has to offer. With more than 4,500 square feet of living space, seven bedrooms, multiple gathering areas, walls of windows, wooded views, and an acre of property, this is a truly unique home. Thoughtfully refreshed by owners who have loved and cared for it, the home is ready to welcome its next owner while still offering plenty of opportunity to personalize the space and make it your own.

1954 Baltimore Annapolis Blvd, Annapolis

Listing courtesy of Cummings & Co. Realtors. Contact:

$1,199,000

2 Beds ⋅ 3 Baths

This charming historic Eastport home was built in the early 1900s and moved to Second Street in 1937. David Fogle, renowned preservationist architect and professor, purchased the home in 1970s and designed the light-filled addition featuring Palladium windows and architectural angles. The home bridges the integrity of the past to the present with its original Heart Pine floors on the main level. The current owners did a full kitchen renovation to include custom-built Heartwood cherry cabinets, dry/wet bar, and granite countertops with plenty of room for food prep and entertaining! The combined living room/dining room area is spacious and open while the comfortable family room opens to the front porch and overlooks a lovely flower garden. The family room opens to a brick patio and a large partially- fenced backyard that is ideal for warm weather entertaining. Lots of custom bookshelves throughout, and there are two gas fireplaces on the main level for added charm and ambiance in the cold weather! Full bathroom on the first floor. The spacious bright primary bedroom on the second floor features skylights and windows that offer views of the private backyard. Second bedroom is perfect for an office/guest room with Murphy bed. The coveted off-street parking accommodates four cars. The house is located in the heart of Eastport's historic maritime neighborhoods where watermen made a living from fishing, crabbing, and oystering. The front porch on this friendly street is the perfect spot for impromptu gatherings with neighbors and friends. Easy walk to marinas on Back and Spa Creeks, the Maritime Museum, yacht clubs, restaurants, pubs and shops; access to seasonal water taxi transport to downtown Annapolis. Eastport charm at its best!

531 Second St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$435,000

Beautiful Move-In Ready Home with Spacious Fenced Backyard! Welcome to this clean, beautiful, and well-maintained 3-bedroom, 2-full-bath home, offering comfortable living spaces and everything you need to move right in and enjoy. The inviting kitchen features beautiful granite countertops and plenty of space for cooking and entertaining. The spacious family room is highlighted by a warm, attractive fireplace, creating the perfect setting for relaxing with family and friends. Step outside and discover the large, fully fenced backyard, offering plenty of room for outdoor entertaining, gardening, recreation, or simply enjoying your own private outdoor space. With its desirable layout, attractive finishes, spacious backyard, and move-in-ready condition, this home is a wonderful opportunity for anyone looking for comfort, convenience, and a place to call home. All information must confirm by the buyer. Don’t miss the opportunity to see this beautiful home! Schedule your showing today.

1952 Forest Dr, Annapolis

Listing courtesy of Blufin Realty, LLC.. Contact:

$314,900

Accepting offers until 11/16/26. See engineering plans. This complex on ±23 acres allows a congregation to occupy the church while building a larger facility on the additional acreage or subdivide and sell the remaining land to a builder/developer.The church has 12 rooms on two levels, with custom and fun finishes, such as exposed brick, beamed ceilings, and a custom wood- paneled staircase. Sanctuary seating for 200. 2nd building, the old parsonage, will most likely have to be razed. Church building requires renovation. Sold as-is, where-is. Seller is accepting offers until 11/2/2026 and reserves the right to accept of refuse any offer.

208 Admiral Dr, Annapolis

Listing courtesy of RE/MAX One. Contact:

$1,000

1024 College Pkwy E, Annapolis

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

$1,690,000

5 Beds ⋅ 4 Baths

A Builder’s Personal Residence | A Signature Annapolis Home A rare opportunity to own the personal residence of a builder and an interior designer, whose expertise and craftsmanship are reflected throughout their exceptional Annapolis home. 3124 Starboard Drive represents their vision of quality, functionality, and enduring design—where no detail was overlooked and every improvement was thoughtfully executed. Known as one of the neighborhood’s exceptional residences, this home offers a level of craftsmanship and attention to detail that is difficult to replicate. From the quality of construction and materials to the thoughtful design choices, the property reflects the discerning standards of a professional who builds and renovates homes for a living. This extraordinary residential real estate transformation is the creation of Mac O’Brien, the owner of Great Eastern Contracting, and his wife Becca O’Brien from Intuitive Design. Together they joined forces and underwent a complete, down-to-the-studs renovation and expansion. They purchased this home in 2015 and over the course of time they turned a 2,000 square foot home into an over 3,700 square feet of luxurious, modern turnkey showpiece with no detail overlooked. This five-bedroom, four-bathroom residence, has an open and elegant floor plan flooded with natural light. The chef kitchen has a stunning 8.9’ x 6.9’ quartz Island countertop offering exceptional workspace and seating for five with striking oversized lantern-style pendant lamps. The Owner’s Suite Spa-inspired primary bath has a custom white double-vanity, luxurious marble countertops, polished brass fixtures, oversized mirrors, elegant glass pendant lighting and heated floors. The expansive walk-in shower is beautifully appointed in veined marble tile with a frameless glass enclosure, multiple shower fixtures and built-in niches, creating a sophisticated, resort-like retreat. The living and family rooms have gas fireplaces and built ins. In addition, the home features a recreation room, fully fenced backyard, a double garage converted into a conditioned and finished Golf simulator room, shed and golf-cart garage. Mechanical systems include a full-house back-up generator, dual zone HVAC systems, tankless water heater, RO water filtration in kitchen and below counter Scotsman Gourmet Ice Maker and water treatment with dual storage tanks, salinator, chlorinator, sediment filter and UV light. This residence was meticulously rebuilt in 2021 - walls, ceilings, floors, fixtures, electrical, and plumbing systems—all removed and replaced with high-end finishes and craftsmanship throughout. The result is a striking blend of contemporary comfort and timeless design. Located in the sought-after waterfront community of Anchorage, this distinctive residence combines sophisticated living with the relaxed character of an established Annapolis neighborhood, offering access to the community’s marina, pool, boat ramp and waterfront amenities.

3124 Starboard Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$535,000

NEW ROOF- 50 year shingle! Welcome to this spacious Colonial in the sought after water privileged community of Cape St. Claire. Step inside to a bright and inviting main level filled with natural light. The spacious living room opens to the updated kitchen featuring a new island with seating for three, new quartz countertops, freshly painted cabinetry, and a cozy breakfast nook overlooking the rear yard. A dining room addition provides plenty of space for gathering and entertaining with direct access to the rear deck and yard. A full bath on this level adds extra convenience. Upstairs, you will find three bedrooms and two full baths. The primary suite features vaulted ceilings, a walk in closet, and a private ensuite bath complete with a soaking tub and separate stall shower. Outside, the property has been freshly landscaped with a new parking pad and fresh grass seed throughout. The rear yard offers plenty of space to enjoy the outdoors, along with a large shed for additional storage. Cape St. Claire offers a sought after waterfront lifestyle just minutes from Annapolis. This established community along the Chesapeake Bay features community several beaches, parks, playgrounds, three marinas, boat ramps, and opportunities for boating, kayaking, fishing, and enjoying life on the water. Known for its strong sense of community, Cape St. Claire hosts neighborhood events throughout the year and offers convenient access to local shopping, dining, schools, and major commuter routes. It is a wonderful setting for buyers looking to enjoy the relaxed Chesapeake Bay lifestyle while remaining close to Annapolis and everything Anne Arundel County has to offer.

1161 Green Holly Dr, Annapolis

Listing courtesy of Cummings & Co. Realtors. Contact:

$699,000

INCREDIBLE NEW PRICE! Charming Historic District living in an enviable location! This inviting rowhouse is tucked away on picturesque Dean Street in the heart of downtown Annapolis, just moments from West Street, Church Circle, restaurants, local shops, and City Dock. Warm hardwood floors run through a comfortable living room and a separate dining room, leading to a thoughtfully remodeled kitchen that makes everyday cooking easy. Upstairs offers two bedrooms, one with beautiful built-in shelving and a bonus room that is perfect for an office! Step outside to the home's standout feature: a spacious, fully fenced backyard! Its English country-inspired garden and beautiful brick patio make it a true retreat for relaxing or entertaining. This is a wonderful opportunity to enjoy all that downtown Annapolis has to offer in a setting full of character and charm.

19 Dean St, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

$1,200,000

OPEN Sunday 1-4pm! This lovely home in the sought after community of BAY RIDGE sits on a level 50x200ft lot just 4 houses from the Bay, and 2 blocks from the amazing Bay Ridge bay front community pool***9 Hull Ave was designed and TOTALLY REBUILT IN 1989. And it was a total demolition (see photos). It has 3 nicely sized bedrooms (one ensuite primary bedroom), 3 full baths, one on the main level, and 2 upstairs. The home was meticulously maintained by an older gentleman whose attention to detail is evident from the moment you walk in. The main level has (real) oak flooring throughout. The roomy two story kitchen has granite counters and an enormous palladian window above the sink. All the rooms downstairs are charming, but the windows are spectacular! Throughout the house the owner insisted on putting in these glorious, greatly OVERSIZED ANDERSEN WINDOWS that bring in an enormous amount of light, and give the house a great deal of warmth and charm. There are special features everywhere.The screened porch off the dining area. The huge Palladian windows in the front and the rear. The butler's pantry off the kitchen. The good sized laundry room with an adorable sink on the main level. The built-ins in the den/family room. The perfect room proportions. The sitting area at the top of the second floor stairs overlooking the kitchen. And don't miss the attic! It's not living space, but, at the top of those pull down stairs is an enormous, tall, fully floored 'room', with space to store, safely, a lot of stuff. It's just a beautifully designed, and a beautifully built home!**********The lot is also fabulous. A small circular driveway can accommodate 3 cars, plus the long driveway on the left can handle 3 or 4 more. In the backyard is a small, 'old" block work building with electricity (and at one time water). Another 100, beautifully landscaped, feet back is a little grove of trees and another "very old' work shed. The lot is very deep with enormous potential*********The community of Bay Ridge is unmatched. The Bay Ridge Lifestyle is a real thing. THE BAYSIDE POOL and clubhouse are spectacular. The huge community owned BAY RIDGE MARINA (sitting, fully protected on Lake Ogleton, just a couple hundred yards from the Bay) and the community waterfront areas are always buzzing with parties and cookouts and lots and lots of boats of all sizes. THE BIG WOODS, the Bay Ridge Conservation Area (it sits within the community- you are driving though some of it as you drive down Hull to this house) is enormous with many trails and access to back creek***** But it's THE BEACHES! The miles of private COMMUNITY OWNED BEACH FRONTAGE that surrounds the peninsula within which Bay Ridge 'resides' truly sets this place apart from any other community south of Cape Cod. Sandy beaches on one side go on forever and Bay Ridge residents swim and picnic and walk for miles (our neighbor here walks the perimeter every day). On the Bay Bridge side, all summer long people pull their small catamarans, lasers and dingees right on on these sandy beach for the summer. But all year around people (and their dogs) walk these beaches, which the community goes to a great deal trouble to beautifully maintain. It's like a giant private waterfront park. It's the Bay Ridge Lifestyle. Check it out. Drive around, slowly, a little bit. You have in 9 Hull Ave a chance to get in on all this without spending 3 or 4 million dollars. Think about it!******* Open Sunday 1-4***** Tape the Ravens game, you won't regret it!

9 Hull Ave, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$869,000

Enjoy the convenience and charm of Eastport living at 827 Bay Ridge, just a short walk to local restaurants, shops, marinas, parks, and downtown Annapolis. This updated and well-maintained 3-bedroom, 3-full-bath home offers comfortable, flexible living space. The main level features two bedrooms and two full baths, inviting living areas, hardwood floors, and an updated kitchen with white cabinetry, granite countertops, and stainless steel appliances. Just off the living and dining areas, the screened porch overlooks the private backyard, creating the perfect spot to relax or entertain. The lower level provides additional living space with a third bedroom and full bath, ideal for guests, a private retreat, or a home office. Outdoor features include a welcoming front porch, rear patio, private backyard, and a driveway conveniently located behind the home, along with a storage shed. Whether you’re looking for a full-time residence or a weekend getaway, this turnkey home has everything that makes coastal living so desirable!

827 Bay Ridge Ave, Annapolis

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

$550,000

5 Beds ⋅ 2 Baths

Welcome home to Cape St. Claire! Offering plenty of space inside and out, this beautifully updated rancher features a fully finished basement, five bedrooms, two full baths, and an open-concept layout designed for comfortable living. The main level showcases laminate wood floors, a gorgeous kitchen with granite counters, 42-inch cabinets and recessed lighting, plus three bedrooms and a full bath with convenient dual entry to the primary bedroom. Downstairs, you’ll find a large family room, two additional bedrooms, another full bath, laundry room, abundant storage, and walk-out access to the yard with a new awning. Whether you're relaxing on the front porch, grilling on the rear deck, or gathering around a fire pit in the spacious side yard, this home is ready to be enjoyed! Roof was replaced in 2021*********Cape St Claire amenities include, beaches, fishing/crabbing pier, boat ramp, playgrounds, marina, & more. Broadneck School District. Close to shops and restaurants. Mins from Downtown Annapolis, and easy access for commuter routes to Washington, Baltimore, and close to FtMeade. Great location, minutes from downtown Annapolis, and good commuter location with quick access to Rt 50 & I-97 close to Washington or Baltimore***BE SURE TO CHECK OUT THE VIRTUAL FLOOR PLAN TOUR

1230 Hilltop Dr, Annapolis

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

$574,990

Imagine starting your morning with coffee in a sun-filled room, looking out over a peaceful backyard framed by trees. Later, you could launch a kayak, head to the community beach, take a walk through Quiet Waters Park, or be in downtown Annapolis in minutes. This is the lifestyle that makes Hillsmere Shores so special. Set near the Chesapeake Bay and the mouth of the South River, this updated 3-bedroom, 2.5-bath home blends comfort, character, and flexibility in one of Annapolis’s most loved waterfront communities. Inside, a thoughtful renovation created spaces that feel open, warm, and easy to enjoy. The expanded kitchen features a center island, eat-in area, custom tile backsplash, solid wood cabinetry, and plenty of room to gather. The primary suite was also expanded and now offers a sitting area, large walk-in closet, brand-new carpeting, and a beautifully renovated bath. But the room you may never want to leave is the four-season sunroom. Fresh paint, new luxury vinyl plank flooring, and views of the fenced backyard make it the perfect place to relax in every season.The finished lower level gives you even more room to spread out. Use it as a recreation room, office, gym, creative space, or potential fourth bedroom. A classic brick fireplace with an insert creates the perfect backdrop for cozy evenings, and a half bath adds extra convenience. Outside, the backyard offers privacy, trees, and room to enjoy the outdoors. And then there’s Hillsmere Shores itself: a private marina, boat ramps, kayak and canoe launch, community beach, swimming pool, playgrounds, picnic areas, and recreation spaces—all just minutes from downtown Annapolis, Key School, and Quiet Waters Park. This isn’t just Annapolis living. This is Chesapeake Bay living at its best.

416 Walnut Dr, Annapolis

Listing courtesy of Keller Williams Flagship. Contact:

$2,199,000

Welcome to one of Annapolis’ most sought-after water-access communities, where timeless character meets extensive, thoughtful improvements. Since 2022, the sellers have invested extensively in enhancing the home's living spaces, major systems, and outdoor setting, while carefully preserving its original character. Major improvements include a beautifully reimagined kitchen, renovated primary and secondary baths, updated bedrooms, custom millwork and library built-ins, upgraded electrical and lighting, and extensive interior and exterior painting. Additional enhancements include updates to the home's heating systems, whole-house water filtration, and a thoughtfully redesigned family room with an inviting stove and improved flow throughout the main level. Outside, the transformation is equally impressive. Extensive professional landscaping and hardscaping have created a private, beautifully designed setting featuring a stone patio, firepit, landscape lighting, lush gardens, and multiple spaces for outdoor entertaining. A garage provides coveted off-street parking, with ample street parking available for guests. The list of improvements goes well beyond what can be captured here. This is a home that truly deserves to be experienced in person to appreciate the care, attention, and investment that have gone into it. Living in Wardour is about much more than the home. Residents enjoy access to private community beaches, kayak storage, wooded trails, and waterfront pathways—all just minutes from the heart of Annapolis. The neighborhood offers an exceptional combination of convenience and lifestyle, with a Blue Ribbon elementary school, coffee shop, ice cream shop, brewery, café, grocery store, upscale dining, and numerous neighborhood restaurants close by. Downtown Annapolis and Navy-Marine Corps Memorial Stadium are both within walking distance, while nearby Route 50 provides easy access to Washington, D.C., Baltimore, and the Eastern Shore. Beautifully updated, meticulously landscaped, and ideally located, this is a wonderful opportunity to enjoy the best of the Annapolis lifestyle in one of its most desirable communities.

102 Melvin Ave, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$975,000

Welcome to 98 Monticello Avenue, a charming Murray Hill residence that captures the character and ease of the Annapolis lifestyle. From the moment you step inside, a welcoming entryway sets the tone for a home filled with warmth, natural light and thoughtful spaces throughout. The main level offers a comfortable living room centered around a beautiful fireplace, creating an inviting place to gather and unwind. The adjacent kitchen is bright and beautifully appointed with hardwood flooring, a cooktop and a cozy breakfast nook. A convenient half bath completes the main level, while a spacious deck extends the living space outdoors and overlooks the fully fenced backyard- an ideal setting for morning coffee, entertaining, or enjoying time outdoors. Upstairs, three generously sized bedrooms share a full bath, offering comfortable accommodations for family and guests. Continue to the upper level to discover additional flexible space that can easily adapt to your lifestyle—whether used as a home office, playroom, creative space or additional storage. The lower level adds even more versatility with a full bathroom, laundry area and abundant storage, providing valuable functionality rarely found in a home of this character. Set in the highly desirable Murray Hill neighborhood, this water-oriented location offers easy access to Spa Creek and the waterfront lifestyle that makes Annapolis so special, while remaining just moments from downtown. Enjoy convenient access to the Naval Academy, local restaurants, shops, parks and the many experiences that define the Annapolis lifestyle. A home with timeless charm, flexible living spaces, outdoor living and an exceptional location, all within one of Annapolis' most beloved neighborhoods. PHOTO DISCLOSURE: Photo #1 has been AI-enhanced for marketing purposes. The fireplace flames were digitally added and are not intended to represent or warrant the condition, functionality, or operability of the fireplace.

98 Monticello Ave, Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact:

$540,000

5 Beds ⋅ 2 Baths

Like a new look, new windows, new appliances, new HVAC systems, new Central unit, new cabinets, fully updated from top to bottom. Nestled in the serene community of Primrose Acres, this exquisite split foyer home offers a perfect blend of modern luxury and timeless charm. With a major renovation slated for 2026, this property is poised to become a stunning showcase of contemporary living, while still retaining its classic appeal. As you approach the home, you'll be greeted by a beautifully landscaped exterior that exudes warmth and sophistication. The fiberglass siding not only enhances the aesthetic appeal but also ensures durability and energy efficiency. The inviting entrance leads you into a spacious layout, where natural light pours in through energy-efficient bay and bow windows, creating a bright and airy atmosphere throughout. The heart of this home is its expansive outdoor space, featuring a personal in-ground pool that promises endless summer enjoyment. The level lot, spanning 0.15 acres, provides ample room for outdoor gatherings, gardening, or simply basking in the sun. Inside, the home boasts five generously sized bedrooms and two full bathrooms, offering plenty of space for relaxation and privacy. The hardwood and tile flooring throughout adds a touch of elegance, while the basement, complete with a walkout entrance, presents an opportunity for additional living space or a creative retreat. The property is equipped with modern green energy-efficient features, including an advanced HVAC system and energy-efficient lighting, ensuring comfort while being mindful of the environment. The thoughtful design extends to the laundry area, conveniently located in the basement with hookups for both a washer and dryer. Located just minutes from major transportation routes, including commuter rail stations and bus stops, this home offers easy access to the surrounding area, making it ideal for those who appreciate both tranquility and convenience. This residence is more than just a house; it's a lifestyle. With its luxurious features, prime location, and the promise of a stunning renovation, this property invites you to envision a life of comfort and elegance. Experience the best of Primrose Acres and make this exceptional home your own. THE POOL MOTOR IS NOT FUNCTIONING.

391 Hilltop Ln, Annapolis

Listing courtesy of Deausen Realty. Contact:

$799,900

Opportunity awaits in the sought-after private, gated waterfront community of Epping Forest on the Severn River! If you have been looking for an opportunity to call Epping Forest home and are ready to bring your vision, creativity, and some sweat equity, 356 Severn Road offers the chance to update and personalize a spacious home while enjoying the lifestyle and amenities that make this community so special. Offering approximately 2,784 finished above-grade square feet, 4 bedrooms, 2 full baths, flexible main-level living space, and a 2-car front-load garage, the home is situated on a rare, relatively level 0.24-acre lot in a prime location within the community. The clubhouse, marina, and tennis courts are nearby, the community beach is an easy walk, and limited views of the Severn River can be enjoyed from the home and deck. Originally built as a cottage in 1930, renovations were completed in 1980 to the original cottage portion and the new addition was completed by current owner around 1985, the home retains elements of its original character while offering significantly expanded living space. An original stone propane gas fireplace with built-ins creates a charming focal point and reflects the history and character that have been preserved by the owners family over the years. The main level provides plenty of flexibility, including a family room with a cedar storage closet and additional flex space that could serve as a home office or potential fifth bedroom. The oversized eat-in kitchen offers plenty of room to reimagine the space, while the large formal dining room features a vaulted ceiling with exposed beam, picture molding, and parquet flooring. A distinctive spiral staircase leads to the upper level, where the home's main bedrooms and two full baths are located. Skylights bring natural light into several areas of the upper level. The primary bedroom features sliding doors leading to the deck, where you can enjoy peek-a-boo views of the Severn River and nearby community amenities. New sliding doors were installed in 2024. Additional features include dual-zone HVAC, public water, a private BAT septic system approximately 15 years old, brick and aluminum siding, and a 2-car garage. A greenhouse and pond offer additional possibilities for someone who enjoys gardening and outdoor projects; both convey AS-IS. For the buyer who can see beyond today's finishes, this property offers the opportunity to renovate, personalize, and build sweat equity while becoming part of one of Annapolis' distinctive private waterfront gated communities. Throughout Epping Forest, thoughtfully updated and renovated homes provide inspiration for what can be created with vision and investment. And then there is the Epping Forest lifestyle. Enjoy access to the Severn River, community beach, a large and improved marina currently under construction, waterfront clubhouse with restaurant and bar, tennis courts, walking trails, boat ramp, community chapel, social activities and year-round events, including the community's popular Fourth of July celebration and fireworks. Bring your ideas, make this home your own, and experience everything this special Severn River community has to offer. Epping Forest is a private, gated waterfront community and Special Tax District (annual $1,760.43) with binding Rules and Regulations. Welcome home!

356 Severn Rd, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

$859,000

NEWLY UPDATED! NEW BATHROOMS, GARAGE, and A BONUS 3rd FLOOR ROOM. Boasting 1,670 sq. ft. of finished historic charm, this 1905 Homewood treasure sits on a rare, oversized 0.26-acre lot! Offering space and flexibility nearly impossible to find this close to City Dock. While the main house charms with high ceilings, refinished hardwoods, and a light-filled 3-seasons wrap-around porch, the true crown jewel is the backyard oasis. Surrounded by stunning, mature trees and a double oversized lot as well as a brand NEW GARAGE WITH ELECTRICITY! Walk to the Navy Stadium, local cafes, and the Poplar Trail. Note on Square Footage: Finished square footage has been updated to 1,670 sq. ft. based on recent agent measurements. Public tax records currently reflect inaccurate historical data (1,442 sq. ft.) and do not fully capture the complete finished living area.

21 Woodlawn Ave, Annapolis

Listing courtesy of Real Broker, LLC - Annapolis. Contact:

$765,000

Welcome to 312 Severn Avenue, Unit W308—a rarely available two-story, two-bedroom, two-bath condominium at The Tecumseh, one of Eastport’s most distinctive waterfront communities. Located on the third floor, this approximately 1,390-square-foot residence offers a unique two-level layout with plenty of opportunity to make it your own. The entry level features a welcoming foyer and a spacious bedroom with an en-suite bath. The lower level includes a second bedroom and full bath, kitchen, and a generous living and dining area with a wood-burning fireplace and access to a private balcony with beautiful views of downtown Annapolis, Spa Creek, and portion of the Naval Academy campus. While there is currently no washer and dryer within the unit, one can easily be added, and a community laundry room is conveniently located just down the hall. Set directly along Spa Creek, The Tecumseh offers a 72-slip private marina, waterfront swimming pool and deck, gated private parking, lobby, mailroom, conference room, and an on-site property manager. For the boater, ownership of W308 also includes an entitlement to a 29-foot boat slip. What truly sets this property apart is the lifestyle. Step outside and you’re moments from the water, just steps from Eastport’s Restaurant Row, and an easy walk across the bridge to downtown Annapolis. Rarely available, W308 presents a special opportunity to create your own home within a waterfront community cherished for its location, boating lifestyle, and enduring connection to Annapolis’s maritime heritage. The Tecumseh Condominium has a 15-day first right of refusal.

312 Severn Unit W308, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$1,700,000

Experience the ultimate walkable lifestyle in the heart of Downtown Annapolis with this charming traditional home in the Historic District, where timeless character meets modern comfort. Built in 1900, this inviting residence captures the quintessential charm of Annapolis while offering thoughtful updates and the conveniences of contemporary living. Steps away from the welcoming front porch you'll find boutique shops, waterfront dining, historic landmarks, and the U.S. Naval Academy. Inside, original hardwood floors and classic architectural details create a warm and inviting atmosphere. The layout features three bedrooms, two full bathrooms, and a half bath. The main level offers comfortable living and entertaining spaces along with a welcoming kitchen, while a carefully renovated room addition provides valuable additional living space. The primary bathroom has been beautifully styled with a luxurious spa-like feel, creating a peaceful retreat at the end of the day. Outdoor living is equally inviting, with a private patio and lush turf yard overlooking Cumberland Court—an ideal setting for morning coffee, al fresco dining, summer gatherings, or simply enjoying the charm of downtown living. Surrounded by the history, culture, shops, restaurants, and waterfront that make the Historic District so special, this distinctive home offers an authentic Annapolis lifestyle, blending historic charm, modern comfort, exceptional walkability, and an unusually generous amount of private parking.

219 King George St, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$500,000

Beautifully appointed rancher in the sought-after Cape St. Claire community of Annapolis, just one block from the Magothy River and the Chesapeake Bay! Step inside to a spacious main level featuring gleaming hardwood floors and a bright, open living room centered around a tile-surround wood-burning fireplace with a reclaimed-style mantle and custom open shelving. The flowing layout leads seamlessly into the dining area, offering ample storage and direct access to a screened-in deck, perfect for indoor-outdoor living. The kitchen is thoughtfully designed with granite countertops, a classic subway tile backsplash, 36” cabinetry, and stainless steel appliances. The primary suite provides a comfortable retreat with crown molding, a generously sized closet with an organization system, and a private en-suite bath complete with a walk-in shower and updated vanity. Two additional bedrooms and a well-appointed hall bath complete the main level. The finished lower level expands your living space with plush carpeting, built-in shelving, a dedicated workshop, gym area, and a utility space featuring a convenient powder room, ideal for guests, a home office, or multigenerational living. Enjoy outdoor living in the fully fenced yard with a patio and secure storage, perfect for entertaining or relaxing. Conveniently located near major commuter routes, including US-50 and I-97, for easy access to Annapolis, Baltimore, and beyond. Ask about the ASSUMABLE MORTGAGE with a 3.25% INTEREST RATE!

1030 Mountain Top Dr, Annapolis

Listing courtesy of Northrop Realty. Contact:

$1,249,000

An exceptional offering in the heart of the Annapolis Historic District, 100 Conduit Street captures the timeless elegance and effortless lifestyle that make downtown Annapolis so coveted. Set along one of the city’s most charming historic streets, this distinctive three-four bedroom, two-and-a-half-bath residence pairs beautiful architectural character with an extraordinary location just moments from the waterfront. Inside, gracious living spaces are defined by gorgeous wood floors, rich millwork, custom built-ins, and thoughtful architectural details that lend warmth, character, and a wonderful sense of place. A chef's kitchen and separate dining room provide an elegant setting for everything from intimate dinners to holiday gatherings, while the inviting side porch offers the perfect spot for morning coffee, an evening glass of wine, or simply watching the rhythm of downtown life unfold. The home feels equally suited to comfortable everyday living and sophisticated entertaining, with carefully considered updates complementing its historic character. Beyond the interiors, established gardens create a private and enchanting retreat—an increasingly rare luxury in the heart of downtown. Just outside the front door, the best of Annapolis is yours to enjoy on foot. Stroll to Main Street and City Dock, dine at celebrated restaurants, browse boutiques and galleries, walk along the waterfront, or enjoy the traditions and energy surrounding the U.S. Naval Academy. There is an undeniable romance to life in the Historic District—the architecture, brick-lined streets, waterfront evenings, and the ability to leave the car behind and simply experience the city. 100 Conduit Street offers a rare opportunity to become part of that story, with the charm of historic Annapolis and the sophistication of downtown living beautifully intertwined.

100 Conduit St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$574,900

Price Improvement Incredibly maintained home in the sought-after water-privileged community of Beechwood on the Burley. This two-level home offers comfortable living, a spacious outdoor setting, and an ideal Broadneck Peninsula location just minutes from downtown Annapolis and with easy access to Route 50. The established community offers water access, a marina, playground, and peaceful neighborhood setting, with convenient back-road access to downtown Annapolis. Inside, the home has been well maintained and thoughtfully updated with refinished hardwood floors, fresh paint, updated lighting, and new carpet. The upper level features a comfortable open-concept layout with a living room that flows into the dining area and kitchen. Granite countertops, beautiful cabinetry, and a center island with seating create a welcoming kitchen with plenty of workspace. Sliding glass doors open to a composite deck overlooking the flat, fully fenced backyard, where mature landscaping provides privacy and a lovely backdrop for outdoor living. The primary suite features a private ensuite bath, accompanied by two additional bedrooms and a full hall bath. The lower level adds valuable living space with a family room centered around a propane gas fireplace, an office/fourth bedroom, laundry room, and access to the attached garage. Ample storage throughout adds to the home's everyday functionality. Beechwood on the Burley is a voluntary HOA community with access to a waterfront park, community dock with slips, playground, and picnic area along the water. The neighborhood's quiet roads and surrounding farmland create a peaceful setting for walking, running, and cycling, while the home's location provides easy access to Annapolis, Broadneck schools, shopping, dining, and major commuter routes.

626 Edwards Rd, Annapolis

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

$479,900

Welcome Home! YOU DON'T WANT TO MISS THIS GREAT NEWS!! The seller's loan is ASSUMABLE @ 2.875 % to qualified buyers.This beautifully Renovated Eastport Marina Condo with Deeded 30’ Slip A 54 & Waterfront Pool. This 3-bed, 2-bath end-unit condo in sought-after Severn House Condominiums blends coastal charm with modern luxury. Nearly every detail has been refreshed or rebuilt—new electrical, premium hardwood flooring throughout, added in-unit laundry, and a fully renovated kitchen featuring butcher-block countertops, stainless-steel appliances, gas range with vent hood, built-in microwave, and designer recessed lighting throughout the home. Custom built-ins include a butler’s pantry and laundry cabinetry for smart, hidden storage. A full wall of sliding glass doors opens to a spacious deck offering peaceful seasonal views of Back Creek. The residence also includes a large deeded basement storage unit. Enjoy exclusive ownership of a deeded deep water 30+ foot boat slip—one of the few in Annapolis with direct vehicle access, allowing you to drive right to the dock for easy loading and unloading. Located in the heart of Eastport, Severn House offers a waterfront pool, beautifully maintained grounds, and the area’s most protected deep-water marina. Sidewalks lead to Downtown Annapolis, the U.S. Naval Academy, and the city’s famed restaurants and shops. Oh! don't forget the water taxi that will pick you up in front of the pool and take you anywhere in Spa Creek and Ego Alley to enjoy an evening out without working about parking. This turnkey waterfront condo perfectly balances luxury, comfort, and location—schedule your private showing today.

755 Fairview Ave Unit 755 D, Annapolis

Listing courtesy of RE/MAX Leading Edge. Contact:

$850,000

Welcome to 327 Beach Drive, where thoughtful design, quality craftsmanship, and the relaxed Annapolis lifestyle come together in the heart of Hillsmere Shores a waterfront community. Completely transformed with a warm, modern aesthetic, this 4-bedroom, 3-bath home offers approximately 2,450 square feet of beautifully finished living space. From the moment you arrive, the crisp white board-and-batten exterior and inviting curb appeal set the tone. Inside, brand-new natural birch flooring, solid wood interior doors, crown molding, recessed lighting, and carefully selected finishes create a bright, cohesive feel throughout the main level. The open living spaces are designed for both everyday living and entertaining, highlighted by a custom shiplap fireplace that adds warmth and character. The kitchen flows naturally into the surrounding living and dining areas, creating an easy gathering space at the center of the home. A fully permitted addition created a stunning primary suite that feels like a private retreat, complete with a spacious bedroom, walk-in closet, and beautifully finished luxury bath. The additional main-level bedrooms are complemented by a custom-designed hall bathroom with timeless finishes and attention to detail. The finished lower level adds even more flexibility with a fourth bedroom, full bath, home office, additional living space, laundry, and storage—ideal for guests, working from home, or creating a separate recreation area. Outside, the large, level .41-acre lot is fully fenced and offers exceptional space for entertaining, pets, play, or gardening. A low-maintenance Trex patio extends the living space outdoors and provides the perfect setting for summer dinners, grilling, and relaxing with friends. Located in sought-after Hillsmere Shores with access to the community’s waterfront lifestyle and amenities of marinas, beach and pool, 327 Beach Drive offers the rare combination of a beautifully renovated home, generous outdoor space, flexible living areas, and an Annapolis location that makes it easy to enjoy everything the area has to offer. https://hillsmereshores.org/pool/ This isn’t simply an updated home—it has been thoughtfully redesigned for the way you want to live.

327 Beach Dr, Annapolis

Listing courtesy of RE/MAX United Real Estate. Contact:

$1,250,000