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219 King George St, Annapolis
$1,700,000
3 Beds ⋅ 3 Baths
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:

100 Conduit St, Annapolis
$1,249,000
4 Beds ⋅ 3 Baths
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:

1323 Magnolia Ave, Annapolis
$1,700,000
4 Beds ⋅ 3 Baths
Come see this beautiful one-of-a-kind WATERFRONT property! Complete waterfront view from both levels of this home and every room. True master bedroom and large enough to fit a king-size bedroom suite and private bathroom. Covered patio to enjoy the view in every weather type! Large windows throughout the home brings in natural light while keeping the waterfront setting front and center. There are fireplaces on each level. Swim all year round with this heated indoor pool and hot tub. Dock rental slips are available for owners for a $500 fee for deep water (6ft) or lower water slips for $200 (3ft) with electricity. This property can have a personal pier added not to mention Just steps away from the community beach and docks. Arundel on the Bay also offers a community beach and an established waterfront neighborhood just minutes from everything Annapolis has to offer.

1323 Magnolia Ave, Annapolis

Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact:

507 Sunwood Ln, Annapolis
$1,055,000
5 Beds ⋅ 5 Baths
Welcome to 507 Sunwood Lane, a stunning home nestled in the sought-after Rosewood community and located within the highly acclaimed Broadneck School District. Offering exceptional living spaces, resort-style outdoor amenities, and a flexible floor plan, this home truly has it all. Step inside to find a private home office, perfect for remote work, and an elegant formal dining room that flows seamlessly into a versatile bonus room off the kitchen. The heart of the home is the beautifully appointed kitchen featuring newer stainless steel appliances, granite countertops, a center island, and a sunny breakfast area. Just beyond, the inviting family room (new carpeting) showcases a cozy fireplace and provides the perfect setting for everyday living and entertaining. Outdoor living reaches a new level with a spacious Trex deck overlooking your own private backyard Oasis! The fully fenced yard is highlighted by a beautifully landscaped 35,000 Gallon in-ground heated saltwater pool, relaxing hot tub, and plenty of space to enjoy summer gatherings with family and friends. Upstairs, the expansive owner's suite is a true sanctuary, featuring cathedral ceilings, a private sitting room, walk-in closet, double vanities, and a separate shower. Bedroom two offers a private en-suite bath, while bedrooms three and four share a convenient Jack-and-Jill bathroom. The finished walkout lower level provides incredible flexibility with a fifth bedroom, new LVP flooring, full-size windows, full kitchen setup, sliding glass door access to the rear patio, and an ideal layout for an in-law suite or extended guest accommodations. Additional unfinished storage space and a dedicated workshop room complete the lower level. Conveniently located near the Bay Bridge, Downtown Annapolis, the U.S. Naval Academy, Bay Dale Shopping Center, Cape Saint Claire, Severna Park, and major commuter routes to Washington, D.C. and Baltimore, this exceptional home combines luxury, convenience, and top-rated schools, including Windsor Farm Elementary, Severn River Middle, and Broadneck High School. If you've been searching for the perfect place to call home, your search ends here. Welcome to 507 Sunwood Lane—where memories are waiting to be made.

507 Sunwood Ln, Annapolis

Listing courtesy of RE/MAX Aspire. Contact:

313 Fourth St, Annapolis
$1,250,000
3 Beds ⋅ 3 Baths
Welcome to 313 Fourth St, one of only three townhomes at The Tecumseh and a rare opportunity in one of Eastport’s most distinctive waterfront communities. Completed in 1968 on the site of a former boatyard, The Tecumseh was Annapolis’s earliest condominium communities, designed around the boating lifestyle that continues to define Eastport today. Set directly on Spa Creek, the community offers a 72-slip private marina, waterfront swimming pool and deck, and gated private parking. Located at the corner of Fourth St and Severn Ave, this three-story, approximately 2,700-square-foot residence offers three bedrooms, two-and-a-half baths, expansive third-floor bonus space, charming Eastport street appeal, and a private rear courtyard. The main level is filled with character, featuring charming arched details, a newly renovated powder room, spacious kitchen with breakfast nook, dining area, walk-in butler’s pantry, and custom built-in bookshelves surrounding a gas fireplace. A generous living area opens through sliding glass doors to a private courtyard with a paved patio—perfect for dining al fresco and entertaining. Upstairs, the second floor features a spacious primary suite with an ensuite bath and two closets, plus two additional bedrooms that share a full bath. The third floor surprises with vaulted ceilings, a large finished bonus room, additional unfinished space, and a laundry area—offering tremendous flexibility for a home office, gym, playroom, studio, or additional living space. Just beyond your back door is direct access to The Tecumseh’s waterfront amenities, including its marina and waterfront swimming pool. For the boater, ownership also includes a 40-foot boat slip entitlement. What truly sets this property apart is the lifestyle. Step outside and you’re moments from Spa Creek and just steps from Eastport’s Restaurant Row, while downtown Annapolis is easily accessible across the bridge. Rarely available, 313 Fourth St offers the opportunity to become part of a waterfront community cherished for its history, location, boating lifestyle, and enduring connection to Annapolis’s maritime heritage. The Tecumseh Condominium has a 15-day first right of refusal.

313 Fourth St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

250 Prince George St, Annapolis
$1,675,000
5 Beds ⋅ 3 Baths
Ideally situated on the corner of Prince George & College Ave(across from St Johns College), this distinguished residence is tucked in the heart of Historic Downtown Annapolis. This exceptional home offers the charm of an Historic home built circa 1800's with modern conveniences. Soaring ceilings and windows create sun-drenched rooms with beautiful views of the grounds at St. Johns College. This home was built for entertaining. It has amazing flow to entertain your guests for a dinner party. Take a short walk to outdoor dining on West Street during "Dinner Under the Stars" or host friends for all the amazing Downtown events like Midnight Madness. This home is in the heart of it all! The electrical and plumbing was updated in 1990, new hot water heater in 2024, 2 heat pumps in 2025 and new Shake Shingle roof in 2026. There are 4 bedrooms and 2 full baths on the second floor with a bonus room on the third floor great for guests or office. All this just 1.5 blocks from the Naval Academy and steps to the shops and amazing restaurants Annapolis has to offer! There is driveway with private parking for 2 cars and plenty of street parking for guests. Walk to City Dock for morning coffee and watch the boats pass by or sit in the morning room and enjoy your coffee looking over the grounds of St. Johns. This is an amazing house in an amazing location with all that Annapolis has to offer.

250 Prince George St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

1030 Boucher Ave, Annapolis
$1,395,000
4 Beds ⋅ 5 Baths
Highly desirable Eastport location just a short walk to Historic Annapolis, the U.S. Naval Academy, vibrant restaurants, boutique shops, and multiple marinas. This rare offering features essentially two separate homes on one property, creating an exceptional opportunity for multi‑generational living, guest accommodations, potential rental income, or a private studio/office retreat. The beautifully updated three‑level Cape Cod has been thoughtfully expanded and modernized. It features a gourmet kitchen, hardwood floors, two generous bedrooms, and 2.5 bathrooms. The main level office provides flexibility and can easily function as an additional bedroom. Every level blends comfort with style, offering bright spaces and quality finishes throughout. At the rear of the property sits an eclectic secondary structure with two cozy bedrooms and two full baths. Its lower level includes garage space and abundant storage ideal for bikes, paddleboards, tools, or seasonal items. Outdoor living shines here: a spacious deck and stone patio create inviting spaces for entertaining, grilling, or unwinding in a peaceful setting. With numerous exterior upgrades and a location that captures the best of Eastport living, this property is truly one of a kind.

1030 Boucher Ave, Annapolis

Listing courtesy of Curtis Real Estate Company. Contact:

102 Duke Of Gloucester St, Annapolis
$1,750,000
4 Beds ⋅ 4 Baths
If you love a home that breathes history, you’ll fall in love with this one. Ideally situated at 102 Duke of Gloucester Street, the property rests along one of the area’s most historic streets—named in the late 1600s in honor of Prince William, The Duke of Gloucester. Some of the images in this listing have been lightly visually enhanced.* Set on one of the most desirable stretches of the street, this classic Annapolis home is one where history, character, and everyday livability come together beautifully. Directly across from St. Mary’s Church, this four-bedroom, 3.5-bath residence offers just under 3,000 square feet perched on a generous lot with ample private parking. Its location places you within effortless walking distance of Spa Creek, Main Street, Ego Alley, the Annapolis Yacht Club, and Eastport—an extraordinary position that puts the very best of Annapolis at your doorstep. From the moment you cross the threshold, the charm is unmistakable. This home is filled with warm natural light and the energy of a true Annapolis residence that has been has been lived in, loved, and appreciated in its time. Rich wood, original details, and an authentic sense of place create an atmosphere that simply cannot be replicated in a new build. Among its most beautiful details are the original panes of glass showcased at the front of the home, along with rare, old-growth Georgia hard-pine edge-grain floors, and an original letter box—craftsmanship and materials that are increasingly difficult, if not impossible, to find today. The second floor showcases an especially inviting primary suite with a huge bath filled with warm morning light— a peaceful place to begin each day surrounded by the character of historic Annapolis. An additional full bath and bedrooms right down the hall. A bright and spacious grand room crowns the 3rd floor to be used as you like for an additional bedroom, exercise, and artist haven, office - you decide! The lower level is fitted with the original brick floors and offers a private full suite—an exceptional space for guests, extended family, or separate living arrangement. Additionally it includes its own secluded workshop, a rare and charming feature for someone who enjoys working with their hands, tackling projects, or simply having a dedicated place to create. Easily accessed from the kitchen breakfast area, the rear yard is one of the property’s most unexpected treasures. This generous outdoor space, not often found in downtown, offers privacy, a place to garden, entertain or simply letting the dog run and play. You will have your own highly desired and remarkably convenient parking for downtown living with room for two full-size vehicles or up to three compact cars, complemented by additional ample street parking. A fire-suppression system adds an additional layer of peace of mind to this historic residence. The sewer line was updated within the last 8 years and the roof was replaced in 2016 with 50 year rated shingles. But perhaps what makes this home most special is what cannot be measured in square footage. It has soul. The wood is rich. The light is warm. The architecture carries the imprint of another era. And the location is nearly impossible to duplicate. For those who appreciate the romance of an old home—the imperfections, the craftsmanship, the history, and the stories embedded within its walls—102 Duke of Gloucester Street offers something increasingly rare: a genuine piece of Annapolis that still still feels like a home.

102 Duke Of Gloucester St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

135 Conduit St, Annapolis
$1,300,000
5 Beds ⋅ 4 Baths
A rare opportunity to own a fully metered triplex in the heart of Downtown Annapolis where historic charm, prime location, and remarkable versatility come together. Steeped in character and offering exceptional flexibility, this distinctive property presents an array of possibilities for both lifestyle and investment. With separately metered electricity, the property can be enjoyed as a multigenerational residence, with each family member having their own private space; an owner-occupied home with additional rental income from the remaining units; or a pure investment property with multiple income producing residences. For those envisioning something truly extraordinary, the entire building could be transformed back into a stunning single-family home. With original architecture and showcasing hardwood floors throughout, this property strikes the perfect balance between historic character and modern livability. The first floor features two bedrooms, each with an en-suite bath, kitchen, and living room, ideal for an owner-occupant or long-term tenant. The second floor offers one bedroom, a full bath, kitchen, living room, and access to a private balcony. The third floor impresses with two bedrooms, a full bath, kitchen, and living room, plus its own private balcony. An unfinished basement provides excellent storage space. A fenced backyard complete with a paver patio, provides an outdoor retreat ideal for relaxing or entertaining. Add to that the coveted off-street parking, a true rarity in Downtown Annapolis, and this property is as practical as it is beautiful. Whether you're an investor seeking immediate income potential, a buyer looking to offset your mortgage, or a multigenerational family wanting separate yet connected living spaces, this home checks every box. All of this just steps from the vibrant shops, restaurants, waterfront, and history that make Downtown Annapolis truly one of a kind.

135 Conduit St, Annapolis

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

3285 Harness Creek Rd, Annapolis
$9,500,000
6 Beds ⋅ 10 Baths
Located on a private 2.5-acre lot in Wimbledon Farms, this waterfront estate home, designed by Cathy Purple Cherry and constructed by West River Builders, is truly a masterpiece in design and quality. The 3-level home – complete with elevator -- takes full advantage of its waterfront setting that includes 400 ft of shoreline. Facing Quiet Waters Park, the ever-changing view includes brilliant fall foliage, deer by the water’s edge, and osprey circling overhead. Stroll down to the 100 ft private pier with deep-water slips. There’s 7 ft water depth at the dock; Harness Creek is a recognized hurricane hole so this is the perfect spot for boats to ride out a storm. The 20 ft x 40 ft saltwater pool has a spacious ipe deck and two Hanso pergolas provide shade with wonderful water views. Six bedrooms, each with a private ensuite bath, a gourmet kitchen, and wrap-around screen porches and decks provide space for both casual living and grand entertaining. Upon entering, there is a gracious paneled foyer that opens to the living room. With Brazilian cherry floors, a gas fireplace with marble surround, and built-in bookcases, this room has fabulous water views and opens to one of the screened porches on this level that invite outdoor living. To the right is the heart of the home – the great room. It includes a just remodeled chef’s kitchen with multiple work areas, a family room, and the dining area. The kitchen includes Taj Mahal leathered countertops, two wall ovens, two Bosch dishwashers, a warming drawer, instant hot dispenser, Wolf 5-burner gas cooktop, and KitchenAid side-by-side refrigerator. There’s also a wet bar with beverage cooler. The family room has a wood-burning fireplace with raised hearth and stone surround; there’s also a spacious workspace with built-in bookshelves. The dining area overlooks the water, and there’s access to both screened porches. The main level also features a fabulous guest suite: there is a large bedroom with water views, walk-in closet, and a private bath with radiant heated floor. In addition, there are two powder rooms and a mudroom with three closets and an abundance of storage space. The main level has 10 ft ceilings and 8 ft interior doors. Upstairs, the primary suite is an owner’s dream escape. There’s a spacious bedroom with water views, dark cherry floors and a gas fireplace. The study, with wet bar, built-in shelves and file drawers, leads to a small reading room – with water views. The spa-like bathroom, with radiant heated floor, includes a separate water closet room, jetted tub with marble surround, oversized steam shower, and separate vanities. Step onto the private screened porch to enjoy a cup of coffee in the morning. The primary suite also includes two large walk-in closets and a laundry room. There are three additional water view bedrooms on the second floor, each with private bathroom and walk-in closet. The main laundry is in a dedicated room with ample storage. There’s also a walk-in cedar closet. All of the bedrooms and closets that have carpeting were re-carpeted in 2026. The walk-out lower level has a huge game room that includes a big screen TV, wet bar, and full bathroom. From here, you can step out to the bluestone patio that leads up to the pool. There is a half-bath off the patio, accessible for pool visitors. The 6th bedroom with ensuite bathroom also has peaceful views, and multiple closets. The main utility room houses the commercial grade water treatment system. It has a garage door for easy access to boat supplies and equipment servicing. A secondary utility room houses the elevator mechanism and reverse osmosis treatment system. A third unfinished area has the camera and internet systems. This exceptional home offers sophisticated waterfront living just minutes from the heart of Annapolis and the Chesapeake Bay. The year-round beauty of this scenic setting and unrivaled design is truly unsurpassed!

3285 Harness Creek Rd, Annapolis

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

507 1st St, Annapolis
$2,695,000
4 Beds ⋅ 4 Baths
Celebrate the Eastport lifestyle in this beautifully crafted home, where classic Craftsman character meets the comfort and ease of newer construction. Built in 2016 and lightly lived in, the home captures everything that makes Eastport so desirable, from its welcoming front porch, charming architectural details, and beautifully curated landscaping to a location just steps from marinas, restaurants, waterfront parks, and the vibrant streets of Downtown Eastport and Annapolis. Lush, thoughtfully designed landscaping brings the property to life, framing the home with color, texture, and greenery and creating an inviting sense of arrival. A gracious front porch sets the tone for the warm and welcoming interiors. Just inside, a dedicated office provides a quiet workspace, while hardwood floors, shiplap accents, custom millwork, and thoughtful details lend character throughout. The open floor plan unfolds into the heart of the home, where a spectacular kitchen features GE Monogram appliances, an expansive island, abundant cabinetry, and generous workspace. The adjoining dining area flows seamlessly into the living room, anchored by a fireplace framed with custom built-ins. Doors extend the living space to a large rear patio surrounded by beautiful landscaping, creating a private and inviting setting for outdoor dining, entertaining, and relaxed evenings at home. The main-level primary suite offers the convenience of one-level living with a beautifully appointed ensuite bath and conveniently located laundry room. A thoughtfully designed mudroom with built-in cubbies provides everyday functionality and an organized transition into the home. Additionally, the home features advanced technology throughout, including a Tesla Powerwall 3 for backup power, Tesla EV charger, and professionally installed Control4 home automation. The integrated system provides centralized control of lighting, climate, security, electronic locks, TVs, and built-in ceiling speakers throughout the home. Upstairs, two spacious bedrooms share a hall bath, while a large finished attic adds a wonderfully flexible dimension to the floor plan. Currently ideal as a bunk room, this charming bonus space can easily adapt as a playroom, additional sleeping quarters, creative studio, or whatever best suits your lifestyle. The finished lower level takes entertaining and recreation to another level with a spacious family room, game area, wet bar, full bath, and golf simulator. A separate bonus room currently serves as a home gym, while an expansive storage area provides the practical space that is often difficult to find in Eastport. Beyond the front door, the best of Annapolis is within easy reach. Launch a kayak from nearby Horn Point Park, stroll to Eastport's celebrated restaurants, pubs, marinas, and street-end parks, or cross the Spa Creek Bridge into Downtown Annapolis and the U.S. Naval Academy. Boaters will appreciate immediate proximity to the Chesapeake Bay and some of the region's most sought-after cruising destinations. Membership at the nearby Annapolis Capital Yacht Club marina also provides permission to enjoy the Chesapeake Landing community swimming pool, adding yet another way to embrace the waterfront lifestyle just steps from home. Offering the charm and personality of an Eastport Craftsman with the advantages of newer construction, beautiful landscaping, a main-level primary suite, exceptional entertaining spaces, and an enviable walkable location, this is a rare opportunity to experience one of Annapolis' most beloved neighborhoods with comfort, style, and ease. Welcome Home!

507 1st St, Annapolis

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

113 Bay Dr, Annapolis
$2,795,000
3 Beds ⋅ 3 Baths
Live authentically. The Chesapeake Bay is the view, the backdrop and the reason to linger. From the covered bluestone porch, the horizon opens across the Bay with uninterrupted sky and water. Morning coffee, an afternoon breeze through open doors, evenings around the fire—the water sets the pace. Extensively renovated inside and out since 2019, this charming craftsman styled gem in the sought-after Bay Ridge Community offers easy one-floor living and a natural connection to the outdoors. Windows and skylights, French doors and Phantom screens invite the sunshine and bay breeze inside. New Café Elite appliances, induction cooktop, and laundry. Freshly painted, craftsman style trim, molding and shiplap accents. Open floor plan with wide plank hickory flooring. Set on a generous .31 are lot, the flat, manicured backyard leaves plenty of room for games, children and pets. Low-maintenance Ipe deck and rear entry porch made for entertaining. Ample storage for water toys, paddle boards and bikes. Outdoor shower adding another practical touch to life by the water. Oversized parking pad for guests. Detached 2 car garage/studio, heated and cooled, skylight and separate personnel door offers flex space for home gym, office or guests. Functional updates include architectural shingle roofs, Pella windows, Hardie siding, hurricane French doors, blown attic insulation and generator hook- up. Then there is Bay Ridge itself—a walkable waterfront community with the quiet, unhurried character of a New England shore town. Tree lined streets, community beaches, deep water marina, pool and clubhouse are part of the fabric, while effortless biking connects the neighborhood to shoreline points along the South and Severn Rivers. A coveted pool bond conveys. Eastport, with its waterfront restaurants, marinas and distinctly maritime character, is close by, as are the Annapolis Maritime Museum & Park and Quiet Waters Park, with miles of trails and waterfront access. Historic downtown Annapolis, City Dock and the U.S. Naval Academy bring dining, shopping, sailing, history and the traditions of one of the country's most distinctive institutions at your doorstep. Zippy routes south to Washington, DC and Northern Virginia, north toward Baltimore, and across the Chesapeake Bay Bridge to Maryland’s Eastern Shore. BWI Airport and the Amtrak/MARC station are under 35 minutes away. Chesapeake Bay cottage lifestyle with the water in front of you, a community around you and the region within easy reach. Cultivate your existence. The art of uniting human and home.

113 Bay Dr, Annapolis

Listing courtesy of Krauss Real Property Brokerage. Contact:

400 Jefferson St, Annapolis
$1,875,000
4 Beds ⋅ 4 Baths
***Owner financing available at 6%*** Experience the best of the Annapolis lifestyle from this beautifully reimagined coastal Craftsman in the heart of Eastport. Ideally located within walking distance of downtown Annapolis, the waterfront, restaurants, shops, yacht clubs, marinas, and the many neighborhood amenities that make Eastport one of the area's most desirable communities, this extensively renovated home offers an exceptional combination of location, character, and modern comfort. Offering approximately 4,099 square feet of finished living space, the home features three bedrooms, a dedicated office, four bathrooms, and a versatile floor plan designed for both everyday living and entertaining. A welcoming front porch sets the tone, while James Hardie siding, Andersen 400 Series windows, low-maintenance exterior materials, and extensive improvements provide the benefits of a thoughtfully updated home while preserving its classic Eastport character. Inside, hardwood floors, high ceilings, substantial trim work, a fireplace creates warmth and architectural interest. Generous living and dining spaces flow naturally into the kitchen and family room, creating an inviting setting for entertaining or relaxed everyday living. Dual staircases provide access from both the front and rear portions of the home and add a distinctive architectural element to the floor plan. Upstairs, the spacious primary suite serves as a private retreat with a spa-inspired bath featuring a soaking tub, frameless glass shower, and dual vanity. Two additional bedrooms provide comfortable accommodations, while a separate office offers an ideal space for working from home. Convenient second-floor laundry completes the upper level. The fully finished lower level significantly expands the home's versatility, offering generous space for a recreation room, home gym, media room, or potential fourth bedroom. Full egress provides added flexibility for buyers who need additional sleeping accommodations, while ample storage enhances the functionality of the space. Outside, a large rear deck overlooks the generously sized yard, providing plenty of room for outdoor dining, entertaining, gardening, or simply relaxing at home. Three off-street parking spaces are an exceptional convenience in Eastport, while the property also offers potential for a future garage, accessory dwelling unit, and/or pool, subject to applicable approvals. Beyond the property itself is the lifestyle that makes this location so special. Leave the car at home and explore Eastport's restaurants, marinas, yacht clubs, and waterfront destinations, or stroll across the Spa Creek Bridge into historic downtown Annapolis and City Dock. Spend the morning on the water, meet friends for dinner in Eastport, or walk downtown for an evening along the harbor—all just minutes from your front door. 400 Jefferson Street offers the space and amenities of a substantially renovated home paired with the walkability, waterfront culture, and unmistakable character of Eastport. This is Annapolis living at its best.

400 Jefferson St, Annapolis

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

700 Miller Rd, Annapolis
$1,250,000
4 Beds ⋅ 4 Baths
Welcome to 700 Miller Road. Discover a truly special property tucked away on a private road, yet just minutes away from historic downtown Annapolis. Located less than a 5-minute walk from the Naval Academy Marine Corps Stadium, this beautifully renovated 2026 home offers the rare combination of privacy, convenience and Annapolis charm. Set on a generous .598-acre tract, the property backs-up to Tawes Gardens, that gives the home a tranquil and private setting. The home has been completely renovated in 2026, both inside and out, offering thoughtful updates while maintaining the integrity of the community. Enjoy the best of Annapolis, all within walking distance or true city living just a short drive away. Welcome home to 700 Miller Road. Ask about great below market seller financing.

700 Miller Rd, Annapolis

Listing courtesy of Cottage Street Realty LLC. Contact:

100 Market St, Annapolis
$1,495,000
3 Beds ⋅ 3 Baths
A significant price reduction has been made on this stunning home! Rarely does a home of this historical significance become available in the heart of Historic Annapolis. Believed to date to the late 17th century, the extraordinary residence is among the city's oldest surviving homes, seamlessly blending centuries of architectural heritage with sophisticated modern living. Perched at the water end of Market St overlooking Spa Creek and parking on both sides of street, this home is instantly recognizable by its iconic red standing-seam roof and timeless presence. Rich in character, the interior showcases exposed original beams, soaring ceilings, abundant natural light, and thoughtfully designed living spaces that honor the home's remarkable past while embracing contemporary comfort. A nationally recognized renovation in 1977 by Gate One Builders, transformed the residence into a one of a kind masterpiece, preserving its historic integrity while creating an open, light filled floor plan unlike any other in Annapolis. The beautifully appointed Kitchen, inviting living and dining areas, combination gas and wood burning fireplaces and a tranquil large Sunroom addition all flow effortlessly to a private walled courtyard, an intimate outdoor retreat ideal for entertaining or quiet relaxation and completely fenced in. Features 2 ensuite Bedrooms and a 3rd enclosed Bedroom easily adapted into a private home office or gym while still preserving the home's architectural flow. Water Views of Spa Creek, exceptional craftsmanship, and architectural details at every turn make this home as captivating as it is livable. Adding to its rarity are amenities seldom found with the Historic District, including two covered off street parking spaces and an unparalleled waterfront setting just moments from City Dock, the USNA, fine dining, boutiques, galleries and yacht club. Whether enjoyed as a full time residence or an exceptional Annapolis retreat, 100 Market Street represents a once in a generation opportunity to own an irreplaceable piece of the city's history, where more than three centuries of heritage meet the very best of coastal luxury living.

100 Market St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

820 Bay Ridge Ave, Annapolis
$1,799,000
4 Beds ⋅ 5 Baths
Ooh la la, Eastport. There is something unmistakably special about life here—and 820 Bay Ridge Avenue captures it beautifully. Set within coveted Sailor’s Quay, this exceptional residence delivers the rare combination of space, sophistication, outdoor living, and walkability, all just moments from the heart of Annapolis. Behind the white picket fence, manicured landscaping and a gracious brick front porch create a picture-perfect welcome. Step inside to more than 4,000 square feet of beautifully finished living across FOUR levels, where rich hardwood floors, 9-foot ceilings, elegant millwork, tray ceilings, and plantation shutters create a home that feels polished without ever feeling fussy. Thoughtfully customized during construction, the residence includes numerous builder upgrades, enhanced electrical features, and details designed to make everyday living as effortless as the home is beautiful. At its heart is a fabulous kitchen with honed granite countertops, premium appliances, abundant cabinetry, and a generous center island opening seamlessly to the family room and upgraded gas fireplace. The formal dining room is ready for holidays, celebrations, and memorable dinners, while the adjoining sitting room or study is perfect for working from home, curling up with a favorite book, or ending the evening with a bourbon. And then there is the outdoor living. Morning coffee on the front porch overlooking the flower garden. Dinner in your private English courtyard. Cocktails under the stars on the second-floor terrace. Professionally enhanced landscaping creates an intimate retreat, while ceiling fans, a dedicated natural gas line for grilling, and the opportunity for a future fire feature make these spaces as functional as they are beautiful. Upstairs, the primary suite feels like a private escape, with a custom walk-in closet, spa-inspired bath, and expansive sitting room. A generous junior suite with its own bath offers wonderful privacy for family or guests, while two additional vaulted-ceiling bedrooms share a beautifully appointed full bath. The finished third-floor loft brings even more possibilities—a home office, fitness studio, media room, guest retreat, or whatever life calls for next. The finished lower level adds a spacious family room and full bath, providing even more flexibility for entertaining, extended stays, or multigenerational living. And in a feature rarely found, the home was designed with the future in mind with a framed elevator shaft, allowing an elevator to be added without compromising the architecture or thoughtful floor plan. But perhaps the greatest luxury of 820 Bay Ridge Avenue is everything waiting just outside your front door. Walk to St. Mary’s. Walk to dinner. Walk to neighborhood cafés and marinas. Walk to the Annapolis Yacht Club and Eastport Yacht Club. Cross the Spa Creek Drawbridge into Historic Downtown Annapolis and City Dock. Spend the afternoon on the Chesapeake, meet friends for dinner on the water, browse the shops and galleries downtown, or take the water taxi home after an evening out. Morning coffee around the corner. An afternoon on the water. Dinner in Eastport. Ice cream at City Dock. School, sailing, restaurants, shopping, marinas, yacht clubs, and downtown Annapolis—all without having to get in the car. And somehow, you still come home to more than 4,000 square feet, four finished levels, beautiful outdoor spaces, exceptional privacy, extensive custom upgrades, and future elevator capability. No need to choose between space, sophistication, and walkability. Here, you get all three. Polished. Coastal. Effortlessly Annapolis. Ooh la la, indeed.

820 Bay Ridge Ave, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

8 Revell St, Annapolis
$1,249,000
5 Beds ⋅ 2 Baths
NOW $1,249,000—a $100,000 price improvement. This distinctive Historic Annapolis home offers buyers an opportunity to put that difference toward updates tailored to their own vision. Just steps from Spa Creek in the Annapolis Historic District, 8 Revell Street is a 1903 home offering more than 3,600 square feet across three finished levels, with 5 bedrooms and 2 full baths. Beautiful original character, mature gardens and an exceptional downtown location set the stage. With its classic wood-shingle exterior, recently resurfaced standing-seam metal roof and freshly painted interior, the home presents an opportunity to thoughtfully update its spaces while preserving the details that make it so memorable. An elevated front porch sits above the street and offers a charming glimpse of Spa Creek—a lovely perch for enjoying breezes off the water. Inside, hardwood floors, generous room sizes, original built-ins, distinctive tile work, classic radiators and an unforgettable stained-glass window give this home its remarkable charm. The third floor is one of the home's most beautiful spaces. The fifth bedroom, currently staged as an elegant office, is a light-filled retreat with elevated views of Spa Creek. An adjoining full bath and access to generous attic storage add versatility to this special level. Outside, a large terraced brick patio offers space for dining, entertaining and relaxing. Mature gardens surround the patio, while established wisteria climbs the trellis to provide natural shade and a beautiful sense of enclosure. A garden shed provides additional storage. And then there is the location. From Revell Street, stroll to City Dock, St. Mary's, the shops and restaurants of Main Street, the waterfront and so much of downtown Annapolis. Walk to the end of the street and catch a water taxi to explore Annapolis from the water. A morning paddle on Spa Creek, downtown dining and shopping, historic streets and the Chesapeake Bay lifestyle are all within easy reach. With its generous scale, original architectural details, beautiful outdoor spaces, Spa Creek views and exceptional Historic District location, 8 Revell Street offers a rare combination of history, character and possibility. Enjoy what makes it special today while thoughtfully making it your own for its next chapter. Property is being sold As-Is.

8 Revell St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

1610 Ridout Rd, Annapolis
$1,195,000
4 Beds ⋅ 3 Baths
Open Sunday, November 1st! Experience the best of the Annapolis lifestyle at 1610 Ridout Road, where beautifully updated interiors, exceptional outdoor living, and coveted water access come together in one inviting home. Inside, an open and comfortable floor plan is designed for the way people actually live. The kitchen opens to a sun-filled bar and dining area, where a sliding door provides direct access to the backyard and creates an easy connection between indoor and outdoor living. Two gas fireplaces, one in the living room and another in the family room, bring warmth and character to the main level, while the finished lower level provides additional flexible living space and storage. Upstairs, the spacious primary suite with an ensuite bath and three additional bedrooms sharing a full hall bath, offer comfortable space for family and guests. An attached two-car garage completes the home’s practical conveniences. Outside is where this property truly distinguishes itself. Framed by lush landscaping, the expansive, fully fenced backyard unfolds as a series of thoughtfully created outdoor living spaces. The in-ground pool, hot tub, generous patio space, and pergola-covered dining area area designed for long summer days and effortless entertaining, while the broad lawn offers plenty of room to play, garden, or simply unwind. And the lifestyle extends well beyond the property line. Amberley is one of the Broadneck Peninsula’s sought-after water-privileged communities, with three private community piers along Whitehall and Ridout Creeks and 45 slips accommodating both power and sailboats. Residents also enjoy a boat ramp, kayak and paddleboard storage, and a launch pier for smaller watercraft. More than 15 acres of community forest and open space, along with over 3 miles of paved roads and walking trails, contribute to Amberley’s peaceful, established character. Just minutes from Downtown Annapolis, Broadneck schools, and convenient routes to Washington, D.C., Baltimore, and the Eastern Shore, this private oasis offers something increasingly difficult to find: space to spread out, a backyard built for living, and easy access to the Chesapeake Bay lifestyle.

1610 Ridout Rd, Annapolis

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

3 Rusty Red Dr, Annapolis
$1,350,000
6 Beds ⋅ 6 Baths
New construction from acclaimed local builder, Sturbridge Homes! This spectacular home offers over 3,900 square feet of finished space in the heart of Annapolis's Homewood neighborhood, close to all of the entertainment and enjoyment available in our historic town. Located near the new Annapolis Public Library, Maryland Hall, Annapolis Town Center, and the Naval Academy Stadium, this home is situated for you to enjoy the best of in-town life, yet relax in a tree-lined neighborhood environment. This home is excellently upgraded with 9-foot ceilings on all three levels, quartz countertops, ceramic tile, stainless appliances, and more! The main level features a flexible den/office/bedroom with an attached full bathroom, so guests and family can have private space. The primary suite is a luxurious oasis with plenty of space to enjoy with a huge customizable walk-in closet. The lower level features a separate entrance, a bedroom and a full bathroom, and a large rec room, making it perfect for entertaining guests, caregiving, or multi-generational living. The builder has included many thoughtful touches throughout. The front porch is a perfect spot to savor your morning coffee, and the backyard with deck offers endless possibilities. The home comes with green building features, a package of smart home features, and a 10-year limited warranty. Enjoy the low-maintenance lifestyle of a new construction home for many years to come!

3 Rusty Red Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

1603 Waters Ridge Ct, Annapolis
$1,399,999
5 Beds ⋅ 5 Baths
PRICE REDUCED! THIS HOUSE CAN ACCOMODATE A POOL, to ADD to your castle on the hill! Introducing an extraordinary custom-built estate with Brand new roof, not reflected in photos, privately nestled on more than 2+ WOODED ACRES along the B&A Trail in a quiet cul-de-sac setting, just minutes from downtown HISTORIC ANNAPOLIS and convenient to the Rt. 50 corridor. Located in the sought-after Broadneck School District, this exceptional property also includes deeded mooring rights to Cool Spring Cove. Chase Creek Swim Club nearby for summer pool fun! Designed for both elegant entertaining and comfortable everyday living, the home showcases a dramatic two-story great room highlighted by an impressive 18-foot stone fireplace and expansive windows that fill the space with natural light. The OPEN-CONCEPT layout seamlessly connects the living, dining, and gourmet kitchen areas, with quartz countertops and a gas range with double ovens create the perfect culinary setting. Tailored for MAIN-LEVEL LIVING, the spacious primary suite offers a private retreat complete with a spa-inspired bath featuring a walk-in shower/steam room, jacuzzi tub, and oversized walk-in closet. The main floor also includes a flexible guest bedroom or office, a half bath, and an expansive laundry/mudroom adjoining the oversized three-car garage and workshop with custom cabinetry. A stunning curved open staircase leads to the upper level, where a second primary suite provides ideal MULTI-GENERATIONAL LIVING accommodations, accompanied by two additional bedrooms connected by a Jack-and-Jill bath. The FINISHED LOWER LEVEL significantly expands the home’s living space with a large recreation room centered around an 11-foot stone fireplace, along with a custom bar, gaming area, bonus room or optional sixth bedroom, luxury full bath, and extensive storage and wine cellar space. OUTDOOR LIVING is equally exceptional, featuring a sprawling illuminated patio designed for year-round entertaining. The fully equipped outdoor kitchen includes a pizza oven, burners, sink, mini refrigerator, and adjoining firepit area. Thoughtful upgrades throughout — including a whole-house generator — complete this truly one-of-a-kind property. New pricing reflects the Value of a lifetime.

1603 Waters Ridge Ct, Annapolis

Listing courtesy of Keller Williams Flagship. Contact:

113 Sellew Rd, Annapolis
$1,390,000
3 Beds ⋅ 5 Baths
Private Tours and showroom appointments are now available by appointment! Delivery expected to begin December 2026. This listing is for an end unit home on Lot 14. Sturbridge Homes is offering a generous pre-completion incentive package for early buyers. Submit your deposit now to lock in current pricing! Welcome to Towne Row - A community of 18 Luxury Townhomes in the Annapolis Town Center Corridor, each with a private elevator and a rooftop terrace. A Towne Row home is superior in every way. The craftsmanship and expansive spaces are apparent immediately. Notice the contemporary exterior, rooftop terrace for entertaining and stargazing, and two-car garage. Savor the spacious kitchen and luxurious owner's suite, privately situated on its own level, and the high-end materials and fixtures throughout. Live graciously and vertically on four generous levels, whisked up and down by your private elevator. This is Towne Row, your haven, your showplace, your new home. It's like none other in Annapolis. Features include: 3,100 Square Feet of Living Space, 3 Bedrooms + Den, 3 Full Baths, 2 Half Baths, Expansive Gourmet Kitchen With Walk-out Deck, Private Elevator, Elegant, Spacious Owner's Suite on Its Own Level, Quartz Countertops Throughout, Four Levels of Finished Living Space, Rooftop Deck With Space for Hot Tub, Two-car Garage, Energy Star & LEED Gold Certified Location, location, location. Living at Towne Row puts you in the heart of the bustling Annapolis Town Center corridor. You have instant access to an array of upscale and casual restaurants, boutiques and shops, favorite grocery stores, sophisticated fashion and home goods retailers, fitness clubs, movie theaters, and essential services. Plus, you'll be minutes from the Annapolis historic district, endless waterways, nearby marinas, and a short drive to Baltimore and Washington, D.C. It's luxury living and convenience beyond compare. Lot dimensions, floor plans, and square footage figures are approximate. Architectural renderings are samples only and may not reflect the exact product. Map to 2555 Riva Rd. for the approximate location.

113 Sellew Rd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

2246 Mulberry Hill Rd, Annapolis
$1,795,000
3 Beds ⋅ 3 Baths
Situated on a point of land with sweeping water views from multiple vantage points, this unique property is perched over Martins Cove off Mill Creek and has been beautifully updated and meticulously maintained. Framed by mature landscaping and oak trees, this home welcomes you with timeless curb appeal before revealing the views from within. The open concept main level centers on the just renovated kitchen, dining area, and two-story great room that seamlessly connects to a wraparound deck overlooking the water. Enjoy mother nature's parade of osprey, ducks, egrets, great blue herons, the occasional bald eagle, and even trumpeter swans. Two main-level bedrooms and a full bathroom offer easy single-level living, while upstairs the primary suite offers a peaceful retreat. It features a spacious bedroom, an adjoining sitting area with super water views, and a spa-like bath beneath a vaulted ceiling. Downstairs, a finished walk-out lower level adds a generous recreation room and full bath. It’s ideal as a media room, exercise area, or guest quarters. It opens to the waterside patio and the stairs leading to the dock. There's also a utility room and access to the one-car garage.   Outside, the property drops to the water via stairs and landscaped terraces to a large, flat lawn at the water's edge. It's the perfect spot for a picnic table or bocce ball court. A pier complex includes two 8,000-pound capacity boat lifts, five slips with 8 ft water depth, two 30 amp and multiple 120 amp outlets as well as a boat shed for gear storage. This is a rare, ready-made setup for a serious boater or anyone who simply wants to be on the water in minutes. Mulberry Hill is a short distance to the Bay down Mill Creek, and Annapolis Harbor is a 15-minute powerboat ride away.   The current owners have invested heavily in the property's infrastructure and comfort, including a heavy-duty architectural shingle roof with a transferable warranty (2025), a fully renovated kitchen with all new appliances and leathered quartzite countertops (2026), two new regularly maintained HVAC systems (2021), and a rebuilt dock water system (2024). The shoreline is well protected for the long term, with roughly 165 feet of stone revetment and 85 feet of bulkhead. All of this and just minutes (via water or roads) away from downtown Annapolis, the Naval Academy, Route 50, local restaurants and the open waters of the Chesapeake Bay.

2246 Mulberry Hill Rd, Annapolis

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

912 Plattner Ct, Annapolis
$1,200,000
5 Beds ⋅ 5 Baths
Welcome to 912 Plattner Court in Annapolis’s Overlook at Broad Creek neighborhood, an elegant stone-front Colonial offering 5 bedrooms, 4.5 baths, and approximately 4,400 square feet above grade. Set on a half-acre of manicured grounds backing to forest land, the home features a spacious main level primary suite, a 20-by-40-foot Gunite pool with waterfall, and abundant indoor and outdoor living space. The finished lower level adds approximately 1,700 square feet, along with nearly 550 square feet of unfinished space ideal for storage or a workshop and includes walkout stairs to the pool and backyard. The primary suite includes automatic blinds, a large walk-in shower, and direct access to a skylit sitting room that opens to the deck and pool area. A large library or office sits at the front of the home, while the upper level offers three spacious bedrooms and two full baths. The main level has a beautiful gas fireplace and a grand entrance. Additional highlights include a 3-car garage, cul-de-sac setting, large side yard, and beautiful garden. This house is wonderful, with speakers inside and out, and dual zones. The Sunday game on the inside and relaxing tunes outside.

912 Plattner Ct, Annapolis

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

2915 South Ct, Annapolis
$1,195,000
2 Beds ⋅ 2 Baths
Experience the Annapolis waterfront lifestyle from this charming A-frame cottage, where days on the water begin just steps from your door. Designed for relaxed coastal living, the 2-bedroom, 2-bath home features a light-filled, open interior with soaring vaulted ceilings and an inviting sense of space. Outside, the property becomes your private gateway to the South River. A private pier offers two deep-water slips, including one with a boat lift, while a dedicated kayak launch makes it effortless to explore the surrounding waterways. Bulkheaded shoreline, a storage shed, and ample outdoor space complete a setting designed for life along the Annapolis waterfront. Spend mornings enjoying coffee overlooking the water, afternoons boating, kayaking, or paddleboarding, and evenings unwinding on the South River as the sun sets across the waterfront. Whether you're searching for a full-time residence, weekend retreat, or Annapolis boating getaway, this is an opportunity to embrace a lifestyle centered around the Chesapeake Bay

2915 South Ct, Annapolis

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

71 Farragut, Annapolis
$1,400,000
4 Beds ⋅ 4 Baths
Welcome to 71 Farragut! This beautiful 4-bedroom; 3 ½ bath home is located in the highly sought-after Bay Ridge Community. The heart of the home features a large eat-in kitchen, with a cozy fireplace in the adjoining family room, and a sun-filled living room with vaulted ceilings. The private professionally designed landscaped yard showcases an in-ground swimming pool that backs to conservation land. Located in one of Annapolis’s premiere waterfront communities, don’t miss your opportunity to call Bay Ridge Home. With the optional community membership, discover a unique chance to experience a coastal lifestyle with private beaches, a marina, walking trails, playgrounds, and year-round neighborhood events. Ideally located just minutes from downtown Annapolis and has convenient access Rt. 50, 97, Washington, Baltimore and BWI Airport.

71 Farragut, Annapolis

Listing courtesy of Douglas Realty LLC. Contact:

7017 Bay Front Dr, Annapolis
$1,775,000
2 Beds ⋅ 3 Baths
Waterfront on the Chesapeake Bay! Welcome to 7017 Bay Front Drive, a charming two-story summer cottage in Annapolis with unobstructed views of the Bay and Bay Bridge. Watch the Blue Angels fly overhead, catch Fourth of July fireworks, or simply enjoy the boats passing by — all from home. Swim, kayak, fish, crab, paddle board, or boat right from your front yard. The main level offers an open-concept kitchen, dining area, and family room designed to maximize waterfront views, plus a sleeping area with half bath and closet, a full bath, and laundry. Upstairs, the entire level serves as a private primary suite with sweeping Bay views and its own full bath. Outside features riprap shoreline protection, a storage shed for waterfront gear, and an existing pier and boat slip ready to be restored. More than a cottage — it’s your front-row seat to life on the Chesapeake Bay.

7017 Bay Front Dr, Annapolis

Listing courtesy of Home Towne Real Estate. Contact:

211 King George St, Annapolis
$1,195,000
3 Beds ⋅ 4 Baths
OPEN HOUSE - Saturday, 10/24 11-1 Don't miss this opportunity!Historic Character. Elevated luxury. Unparalleled location. Step into history and experience the timeless elegance of Two Eleven King George Street, a distinctive condominium in the heart of Historic Annapolis. The property adjoins the Historic Paca Gardens This extraordinary three-level residence seamlessly blends 18th-century charm with sophisticated modern living. Residence features 3 bedrooms, 3 1/2 baths, and an elevator provides effortless access to all three levels directly from the private parking garage-an exceptional convenience in the historic district. Rich hardwoods. Elegant living and dining spaces. Wood Burning Fireplace. Office/den/family room. Charming breakfast nook off kitchen. Enjoy finished lower level that maybe your 3rd bedroom/office/den along with separate laundry room. Enjoy seasonal view of the magnificent William Paca Gardens, while being just steps away from the United States Naval Academy, City Dock, charming shops, acclaimed restaurants, and the Annapolis Harbor. Energy-efficient construction with rooftop solar hot water. "Few residences in Annapolis can tell a story spanning nearly a century of hospitality. Before becoming one of only three luxury residences, Two King George Street welcomed visitors as the beloved Blue Lantern Inn and later the Red Coach Inn. Today, it continues that tradition of gracious living, thoughtfully redesigned as an exclusive condominium overlooking the historic William Paca Gardens in the heart of historic Annapolis. The condominium owners have the right of first refusal. Today, residents enjoy private, elevator access, secure garage parking, addition to garage parking space you are also eligible for 1 street parking space. Timeless architecture in one of Annapolis' most coveted locations and the charm of Maryland's Capitol.

211 King George St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

145 Prince George St, Annapolis
$1,050,000
3 Beds ⋅ 4 Baths
Just Reduced by $50,000. Welcome to 145 Prince George St., a distinctive historic home that blends classic architectural character with thoughtful modern updates. From its welcoming front porch and slate roof to its original wood details and spacious interior, this home offers a rare combination of charm, character, and versatility. The main level features beautiful wood floors and an inviting floor plan designed for both everyday living and entertaining. The spacious kitchen offers abundant cabinetry and storage, including a built-in pantry cabinet, along with an island and granite countertops. Stainless steel appliances include a dishwasher and microwave, a new four-burner gas range/oven and new French-door refrigerator provide. Just off the kitchen, the large dining room offers plenty of space for gatherings and features a mini-split ductless heating and cooling system, chandelier, crown molding, and architectural columns that provide an elegant transition into the living room. The living room is highlighted by a brick fireplace with marble hearth and gas fireplace, creating a warm and inviting focal point. Windows throughout the main level feature classic shutters. The original staircase adds even more character, with beautiful wood steps and traditional wood balusters leading to the upper levels. The first upper level offers two bedrooms, including a spacious primary bedroom with its own private bath, along with a hall bathroom. Continue to the second upper level, where a flexible loft space provides additional sleeping or living space and is currently arranged with multiple twin beds. This versatile area could serve a variety of purposes depending on the needs of the new owner. The unfinished basement provides valuable storage and utility space and includes a convenient half bath, washer and dryer, gas-fired boiler, gas water heater, and exterior access. Outside, the rear yard is fenced and features a six-person hot tub, creating a private space for relaxing or entertaining. The front of the home features a welcoming porch with a brick-tile surface, while the exterior showcases a combination of stucco, cedar, and slate that adds to the property’s distinctive historic character. With its original architectural details, spacious rooms, flexible upper-level living space, updated kitchen appliances, private fenced rear yard, and inviting front porch, 145 Prince George St. offers a unique opportunity to own a home with character that is difficult to replicate. Some photos may feature virtual staging.

145 Prince George St, Annapolis

Listing courtesy of RE/MAX Aspire. Contact:

111 Ellershaw Ct, Annapolis
$1,295,000
5 Beds ⋅ 5 Baths
PRICE HAS BEEN REDUCED!! Rare Opportunity to own a newer home tucked away on a private cul-de-sac just a short stroll from everything Downtown Annapolis has to offer. Completed in 2022, this exceptional home showcases top of the line finishes throughout. Designer kitchen with Quartz countertops, custom cabinetry and high end GE Cafe appliances. Wide Plank hardwood floors throughout the main and upper levels. 9 foot ceilings and custom moldings. Recessed lights throughout the home. Low Maintenance Hardie Plank siding and Anderson Windows. Main level has an open floor plan with office area perfect for those that work from home. Upper level features 4 generous sized bedrooms. Primary Bedroom has cathedral ceilings, massive his and her walk in closets. Lower level is finished with indestructible Luxury Vinyl Plank floors. In the lower level there is a room perfect for a gym or 5th bedroom (there is an egress window). The .25 acre lot has community space next to it that provides extra yard space for kids to use. 2 Car attached garage with a rough in for EV Charger. Sellers recently installed Solar Panels. Energy costs are VERY minimal. Terrapin Station is a prime location. The Navy Stadium is just around the corner. Walkable to Historic Annapolis, US Naval Academy and tons of restaurants. Steps from the Poplar Path which has numerous playgrounds and the Michael Busch Annapolis Library off it. Come live the Annapolis lifestyle!

111 Ellershaw Ct, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

203 S Southwood Ave, Annapolis
$1,299,999
4 Beds ⋅ 4 Baths
Beautifully updated 4-bedroom, 2 full and 2 half bath home offering the perfect blend of comfort, style, and convenience in the heart of Annapolis. Designed for both everyday living and entertaining, this home features an updated kitchen with modern finishes and newer appliances, including an induction cooktop and oven, refrigerator, dishwasher. Upstairs, the expansive primary suite serves as a private retreat, complete with a spa-inspired bathroom featuring a relaxing jetted soaking tub. The convenience of a second-floor laundry room makes everyday living even easier, with laundry located just steps from all four bedrooms. The finished basement offers exceptional flexibility and can be used as a recreation room, home office, fitness area, media room, or additional living space. Enjoy cozy evenings by the gas fireplace or relax outdoors on the updated screened porch and adjoining Trex deck—perfect for entertaining or enjoying your morning coffee. Located near shops, restaurants, and the library, this move-in-ready home offers the ideal combination of thoughtful updates, functional living space, and an exceptional Annapolis location. Don't miss the opportunity to make 203 S. Southwood Avenue your next home! Additional improvements - New HVAC system, new hot water heater and updated deck and screened patio. Additional Highlights - Community greenspace boasting zipline, fire pit and common grounds.

203 S Southwood Ave, Annapolis

Listing courtesy of ERA Martin Associates. Contact:

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