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Annapolis

One of the most popular communities provided by Maryland Sandbox

Annapolis

About Annapolis

Nestled on the shores of the Chesapeake Bay, Annapolis, Maryland, is a charming and historic community that seamlessly blends waterfront beauty with rich maritime heritage. As the state capital and home to the United States Naval Academy, Annapolis boasts a vibrant downtown area filled with unique shops, gourmet restaurants, and stunning colonial architecture. Residents and visitors alike can enjoy picturesque strolls along the scenic harbor, where sailboats and yachts bob in the water. With its engaging cultural scene, including art galleries, theaters, and annual festivals, Annapolis offers a lively atmosphere for all ages. The community takes pride in its top-rated schools, making it an ideal place for families. Outdoor enthusiasts can explore numerous parks, nature trails, and waterfront activities, while history buffs can immerse themselves in the city's storied past at landmarks such as the Maryland State House. Whether you're seeking a lively urban environment or a peaceful retreat by the bay, Annapolis is a vibrant community that truly has something for everyone.
One of the most popular communities provided by Maryland Sandbox
276
# of Listings
3
Avg # of Bedrooms
$515
Avg. $ / Sq.Ft.
$1,434,627
Med. List Price

Browse Annapolis Real Estate Listings

71 Properties Found. Page 2 of 5.

Nestled in the heart of historic Eastport Annapolis, this coastal craftsman has been extensively remodeled, offering a perfect blend of classic Eastport charm and craftman finishes. The home is set on a generously sized lot, providing abundant green space, and fresh sod. Premium exterior finishes include an inviting front porch, James Hardi siding and Anderson 400 windows. Inside, the home features a interior sprinkler system, two fireplaces, and all new plumbing and electrical systems. All outside materials and are all low maintenance (Trim, Front and Rear Deck etc.)  

As you step inside, the open and versatile floor plan begins with a multi-use room to the left ideal for an office or sitting area- while a spacious area to the right offers flexibility for living and dining. The layout then flows seamlessly into the kitchen and into a comfortable family room, creating an ideal setup for both everyday living and entertaining. Hardwood floors, high ceilings, and impressive trim work throughout.  

Upstairs, the second floor hosts all three large bedrooms, including the luxurious master’s suite. The master’s suite features a spa-like bath complete with a dual vanity, frameless glass shower, and soaking tub. A conveniently located washer and dryer are also on this level. A large, fully finished basement provides ample storage, especially in the sizable utility area, offering flexible space for a home gym, recreation, or more. Notably, the home features a double staircase one in the front portion of the home and another in the rear, leading directly into the kitchen and family room adding a unique and functional design element. Additional upgrades include all new plumbing and electrical systems. A generous rear deck is perfect for entertaining, and there are three off street parking spaces, plus the potential for a future garage with an accessory dwelling unit (ADU) and or pool. All of this is just steps from restaurants, shopping, yacht clubs, commuter routes, and everything Eastport and downtown Annapolis has to offer. Days on market reflect the extensive permitting period to begin the remodel and addition.
** Approx. 3950 finished finished sq. ft. Tax records are not based on the current extensive remodel. **
#MDAA2131396

ANNAPOLIS

400 JEFFERSON STREET

4 Beds

4 Baths

4,200 Sq.Ft.

$1,990,000

MLS#: MDAA2131396

Stunning offering in gated Epping Forest! This mid-century modern waterfront sanctuary rises above Saltworks Creek on a quiet protected cove all on a .34 Acre lot—where timeless design meets an ethereal, peaceful connection to the water and outside.  Originally built in 1978, the almost 3600 sq. ft residence recently underwent a comprehensive renovation inside and out while honoring Mid-Century authenticity and maintaining an effortless flow and contemporary preference. From the street side, the home presents a timeless silhouette with a recent 70K Elevator with ramp that serves as a secondary entrance servicing 2 out of the 3 levels.   Waterside, the home is the ultimate expression of blurring the line between nature and interior with floor to ceiling glass walls, 8' sliding glass doors and unobstructed views from the deck.  This home wasn't designed to look at the water but rather live with it.  A massive stone central fireplace is the heart of the living area creating a cozy architectural retreat. Tasteful modernization but true to its mid-century roots, every element of the home has been considered preserving the architectural integrity while offering the comfort and convenience expected today.  More than a home, this is a rare opportunity to own a piece of design history- reimagined for modern waterfront living.   Email for list of 925K spent on restoration since purchase including brand new private pier and brand new Kitchen and all 3 Full Baths. Epping Forest is a Gated Waterfront Community on the Severn River with a community beach, waterfront clubhouse with restaurant and bar, tennis/pickleball and marina (new marina is currently under construction) Strong neighborhood connections where neighbors treat each other like family and fun happens weekly!  Year around community events codify friendships, 4th of July Fireworks, Oyster & Bull Roast, Boat Club, Summer Volleyball League, community chapel, yoga & summer camps. Come experience the best Chesapeake Bay Maritime Annapolitan Lifestyle around! Epping Forest Inc is a special benefit tax district with bylaws and binding rules and regulations with Non-Riparian Waterfront.  Special financing via Pentagon Federal Credit Jumbo 7/6 ARM available to low as 5.50%.
#MDAA2148306

ANNAPOLIS

1739 VINEYARD TRAIL

4 Beds

3 Baths

2,890 Sq.Ft.

$1,950,000

MLS#: MDAA2148306

Welcome to the Thomas Hyde House – a rare opportunity to own a piece of Annapolis history in the heart of downtown. Built in 1769, this impeccably restored Federal- style property blends 18th-century charm with modern luxury. Perfectly situated on sought- after Duke of Gloucester Street, this vibrant and colorful home offers stunning views of the Maryland State House and extremely rare off-street parking for 6+ vehicles. Originally configured as office space, the residence has been reimagined into six spacious bedrooms and four full baths across two beautifully fully remodeled levels, with the potential for third floor updating plus a large basement with ample storage and updating space. The first floor offers true single level living with a primary suite and second bedroom, while the second level features four additional bedrooms and a convenient laundry area. No detail has been overlooked – from new appliances, countertops, and cabinetry to frameless glass showers, ceramics, extensive trim and molding, recessed lighting, fresh interior and exterior paint, new plumbing/electric and sprinkler system, updated flooring, freshly painted standing seam roof/front dormers and more. The result is a turnkey home where historic character meets modern sophistication & luxury. The property is offered with negotiable furnishings, electronics and art, The Thomas Hyde House is as versatile as it is fun and captivating. Just steps from downtown Annapolis shopping, dining, yacht clubs, local marinas & major commuter routes. Whether as a primary residence, investment property, or distinctive downtown retreat.  schedule your showing today.
#MDAA2144086

ANNAPOLIS

192 DUKE OF GLOUCESTER

6 Beds

4 Baths

3,415 Sq.Ft.

$1,950,000

MLS#: MDAA2144086

Price reduced!!!   Nestled along the banks of Watergate Harbor with direct access to the South River, in the prestigious Watergate neighborhood of Annapolis, 3712 Gateshead Drive offers the ultimate waterfront lifestyle with waterviews from every room in the home. When you enter the home you are greeted with the marble flooring in the foyer which transitions beautifully to the gleaming hardwood flooring throughout the main and upper level. As you enter the Living Room, natural light spills into the Bay Window while the wood burning fireplace is the focal point of the room. Next you enter the gorgeous waterfront Living Room with a private deck overlooking the Harbor plus views of the South River. The heart of the home is a gourmet kitchen adorned with sleek upgraded countertops and elegant glass-front cabinets. Recent updates in the kitchen include new GE Profile cooktop in 2024, new GE Profile oven and microwave in 2025 and new Kenmore Elite refrigerator in 2020. The open floor plan of kitchen provides a large island, kitchen table space and direct access to the Family Room. The Family Room offers the second wood burning fireplace on the main level and sliders to your waterfront deck. Journey upstairs when you will find 3 large guest rooms as well as the primary. The first bedroom will be the envy of your guests with a deck overlooking the South River and multiple closets. The other two bedrooms offer hardwood flooring and waterviews of the South River. The primary suite is a true sanctuary with tons of windows to take in the views. The en suite bath features a granite double bowl vanity, separate shower and soaking tub designed to "soak in" the views. As mentioned, the home features a walkout basement which is exceedingly rare in waterfront homes and provides tons of natural light. The expansive rec room in the basement features a cozy wood burning fireplace and is perfect for entertaining or relaxing after a day on the bay. Walk outside to the backyard which is made for entertaining. The large composite deck leads to the path which takes you to the waterfront firepit. This stunning home boasts a private 46 foot pier with a new 10,000 lb boat lift and a floating pier for those looking for idyllic days spent on the water. And for all the gardeners out there, not only is it the second largest lot in the community it is definitely one of the prettiest with professional landscaping throughout. from Homestead Gardens. You won't know what to do with all of the storage this home offers from the pull down attic storage over the oversized two car garage to the huge storage room just outside of the basement walk out. Complete peace of mind with dual zone heat pumps complete with a propane booster. In addition to the private pier, the community of Watergate offers a community marina, dry moorings, basketball courts, and a sandy beach with fire pit, pavilion and playground. The community offers something for everyone with neighborhood events throughout the year!
This is more than a home- it's a gateway to a life of sophistication, comfort, and endless waterfront adventures.
#MDAA2140862

ANNAPOLIS

3712 GATESHEAD DRIVE

4 Beds

2 Baths

3,620 Sq.Ft.

$1,949,000

MLS#: MDAA2140862

This brand new, fully renovated 16-bedroom, 6-bathroom residence in Annapolis offers an exceptional opportunity for assisted living or specialized care operations. Thoughtfully redesigned and fully permitted with the county for use as an assisted living facility, the property combines modern upgrades with full regulatory compliance. The spacious layout features three separate living areas, providing flexibility for resident comfort, programming, or private quarters. A full kitchen serves the home, complemented by two additional kitchenettes for added convenience and efficiency. Designed with accessibility and safety as top priorities, the entire home is ADA compliant and equipped with two separate ramp entrances for easy access. Safety features include illuminated exit signage, a fire sprinkler system throughout, and pre-wiring for security cameras to ensure peace of mind. This turnkey, code-compliant property is ideal for operators seeking a move-in-ready assisted living home built to meet today’s safety, accessibility, and comfort standards. Conveniently located minutes from Sandy Point State Park. Additionally the home is close by Luminis Anne Arundel Hospital.
#MDAA2137670

ANNAPOLIS

1349 YORKTOWN ROAD

16 Beds

6 Baths

5,719 Sq.Ft.

$1,900,000

MLS#: MDAA2137670

Last available opportunity for a buildable Waterfront lot on Lake Ogleton in the coveted community of Bay Ridge in Annapolis!  This .22 acre lot has been in the same family for the past 58 years and is coming to market for the first time. With 57 feet of waterfrontage on the sparkling shores of Lake Ogleton, the possibilities are endless for building the waterfront home of your dreams! This property is priced to sell quickly, at $361,000 below the tax assessed value!  Contact your architect and take the first step toward bringing your vision of the ideal Annapolis lifestyle on the water! The sought-after Bay Ridge Community features a plethora of amenities, including a community pool with a clubhouse that overlooks the beautiful waters of the Bay, community beaches on both the River and the Bay, and a community Marina with a newly renovated clubhouse. Off-the-water activities include enjoying the basketball court, playground, ball fields, pickleball courts, common areas, and year-round community activities. Walk or ride your bike for miles along the water and enjoy all the benefits of the Bay Ridge lifestyle. There is no other place like it! Located just minutes from downtown Annapolis and Eastport, which offer the perfect balance of small-town charm and big world sophistication. Traveling or commuting is just as convenient by easily accessing Rt. 50 and 97, which provides direct access to Baltimore, BWI, Ft. Meade/NSA, and Washington, DC, or head over the Bay Bridge to the Eastern Shore for a quick beach vacation.
#MDAA2137314

ANNAPOLIS

48 E LAKE DRIVE

None Beds

None Baths

0.22 acres

$1,895,000

MLS#: MDAA2137314

An elegant expression of space, style, and coastal living, 820 Bay Ridge Avenue offers over 4,000 square feet of beautifully finished luxury living space across four levels in the heart of Eastport's coveted Sailor's Quay enclave. This thoughtfully designed Modern Craftsman combines timeless architecture with exceptional livability, beginning with its charming white picket fence, manicured grounds, and gracious brick front porch. Inside, rich hardwood floors, 9-foot ceilings, tray ceilings, detailed millwork, and plantation shutters throughout create a refined yet welcoming atmosphere. The gourmet kitchen is both beautiful and functional, featuring honed granite countertops, premium appliances, abundant cabinetry, and a substantial center island that seamlessly connects to the inviting living room with fireplace. A separate dining room provides an elegant setting for entertaining beneath a stunning chandelier, while the adjoining sitting room or study offers the perfect retreat for reading, conversation, working from home, or enjoying an evening bourbon. Outdoor spaces are equally inviting, with a flower garden-facing front porch, private English courtyard patio, and second-floor terrace ideal for morning coffee or unwinding at day's end. The spacious primary suite serves as a private sanctuary with a custom walk-in closet, spa-inspired bath, and full-sized sitting room, while a generous junior suite with private bath accommodates guests with ease. Two additional vaulted-ceiling bedrooms and a well-appointed shared bath occupy the upper level, and the finished lower level offers a large family room and full bath, providing exceptional flexibility for recreation, fitness, media, or guest accommodations. Designed with long-term comfort and accessibility in mind, the home includes a framed elevator shaft spanning all four levels, allowing for future elevator installation without altering the home's design or flow. Perfectly positioned just moments from downtown Annapolis and the United States Naval Academy, this exceptional location offers a truly walkable lifestyle with easy access to waterfront dining, boutique shopping, art galleries, marinas, parks, and the vibrant coastal culture that defines Eastport. Whether strolling across the Spa Creek Drawbridge or arriving by water taxi, the connection to downtown is effortless, while convenient access to Routes 50 and 97 provides an easy commute to Baltimore, Washington, D.C., and beyond. Combining timeless craftsmanship, sophisticated finishes, future elevator capability, and an unmatched location, 820 Bay Ridge Avenue presents a rare opportunity to enjoy the very best of Annapolis living.
#MDAA2142896

ANNAPOLIS

820 BAY RIDGE AVENUE

4 Beds

4 Baths

3,658 Sq.Ft.

$1,875,000

MLS#: MDAA2142896

Located in Annapolis' Historic District, this 4 story home offers a rare opportunity to own a spacious residence within walking distance of the water, City Dock, shops, restaurants, and local attractions.
Featuring 6 bedrooms and 4.5 bathrooms, the home is filled with original character, including hardwood flooring and original doors throughout. The oversized living room features a gas fireplace and provides plenty of space for gathering and entertaining.
Just off the kitchen, a deck overlooks the backyard with walkways, established gardens, and a fish pond, creating a peaceful outdoor setting in the heart of downtown Annapolis. A welcoming front porch with a porch swing offers another place to relax and enjoy the neighborhood.
With central air conditioning, three finished levels, and ample parking, this property combines historic charm with conveniences that are often difficult to find in this location. The home is ready for its next owner to update and personalize while preserving its unique character and historic appeal.
#MDAA2146930

ANNAPOLIS

87 SHIPWRIGHT STREET

6 Beds

4 Baths

2,744 Sq.Ft.

$1,850,000

MLS#: MDAA2146930

New on site 1 day ago
Rare mixed-use opportunity on Annapolis' premier commercial corridor. Positioned directly on West Street (MD Route 450), this versatile, income-producing building pairs a roughly 2,000 SF ground-floor showroom with two legal second-floor apartments and a substantial detached garage with workshop — all on a 12,428 SF lot with private parking for about six vehicles, a genuine premium on this corridor.
The ground level is an open, high-visibility showroom with direct West Street frontage, well suited to retail, a gallery or design studio, professional offices, or a service business. Upstairs, two legal apartments (2BR/1BA each, per owner) deliver real live/work flexibility — one is currently configured as offices with a full kitchen. Run your business below and lease or occupy above, lease every component separately, or use the upper level as executive offices.
The three-bay detached garage is a true standout: two overhead doors plus a rear man-door, its own heating system, and a wood stove for year-round use — conditioned workshop and storage that's nearly impossible to replicate in this location.
Major systems are already addressed, with two newer HVAC units and a newer roof reducing near-term capital needs. Public water and sewer, 200+ amp electric service, and a Flood Zone X location (outside the Special Flood Hazard Area) round out a favorable operating profile.
BCE (Business Corridor Enhancement) zoning supports a broad mix of commercial and residential uses, giving owner-operators, investors, and developers exceptional flexibility on one of Annapolis' busiest, highest-visibility corridors. Schedule your private tour today.
Information deemed reliable but not guaranteed. Square footage, apartment legality, zoning uses, and systems to be independently verified by buyer.
#MDAA2148122

ANNAPOLIS

1977 WEST STREET

None Beds

None Baths

3,520 Sq.Ft.

$1,850,000

MLS#: MDAA2148122

Built in 2001, this stately brick Koch Colonial offers 4,648 square feet above grade and is nestled on a private 5.73-acre cul-de-sac lot in the highly sought-after Broadneck School District, delivering the perfect blend of luxury, privacy, and timeless elegance. Featuring a stunning 2022 gourmet kitchen renovation, 5 bedrooms, 5.5 baths, a 3-car garage with new epoxy flooring, an extended driveway, and a 2,392-square-foot finished walk-up basement, this exceptional estate is designed for both comfortable living and grand-scale entertaining. A magnificent front portico with oversized columns, paver entry, and private side guest entrance welcomes you into a dramatic two-story foyer featuring a sweeping staircase, Palladian window, hardwood floors, and detailed custom moldings. The home's thoughtfully designed floor plan also features dual staircases, providing both elegance and everyday convenience. The remodeled gourmet kitchen is the heart of the home, showcasing stacked custom white and light seafoam-green cabinetry, quartz countertops, designer backsplash, under-cabinet lighting, a large center island with storage, premium appliances, and a butler's pantry. The inviting family room boasts 10-foot ceilings, a wood-burning fireplace, and a wet bar, while the formal dining room is accented by crown molding, picture-frame trim, and elegant fixtures from Annapolis Lighting. The main level also features 9-foot ceilings, a private office, laundry room, updated full bath, and a versatile fifth bedroom or guest suite. Upstairs, the massive primary suite offers a sitting area, spa-inspired bath, and oversized walk-in closet. Three additional generously sized bedrooms each feature private en-suite baths and walk-in closets. Two of the secondary bedrooms have been enhanced with custom-themed murals painted by a local artist, adding character and charm. The expansive walk-out lower level adds 2,392 square feet of finished living space with abundant storage and a bath rough-in, providing endless opportunities for recreation, fitness, a home theater, guest quarters, or multi-generational living. Outside, enjoy your own private resort featuring a heated saltwater PebbleTec pool with three waterfalls and a diving rock, surrounded by multiple paver and flagstone patios, extensive hardscaping, professional landscaping, outdoor lighting, irrigation, and a combination of aluminum and wood fencing. The property is also outdoor speaker ready, making it ideal for entertaining poolside or hosting gatherings throughout the grounds. Additional amenities include Andersen windows, low HOA fees, a Generac generator, radon mitigation system, alarm system, a whole-home sound system with indoor and outdoor audio capability, and invisible fence readiness. Recent improvements include a 30-year architectural roof (2022), complete gourmet kitchen renovation (2022), main-level full bath renovation (2022), new upper-level and lower-level quality carpeting (2026), and epoxy garage flooring (2026). Offering more than 7,000 square feet of finished living space, resort-style amenities, exceptional craftsmanship, and a premier location within the highly sought-after Broadneck School District, this extraordinary Annapolis estate presents a rare opportunity to enjoy luxury living at its finest. Enjoy convenient access to the new Anne Arundel County Walking Trail, perfect for outdoor recreation and exercise. This home is located adjacent to Windsor Farm Elementary School and just minutes from Rt. 50, providing easy access to Downtown Annapolis, Washington, D.C., Baltimore, and Maryland's Eastern Shore beaches. Contact me today to schedule your private tour.
#MDAA2146492

ANNAPOLIS

1322 WINDSOR RIDGE LANE

5 Beds

5 Baths

4,648 Sq.Ft.

$1,800,000

MLS#: MDAA2146492

The only 3,400 sqft penthouse under $600/sqft in Annapolis, with 11ft ceilings, dual balconies, rooftop pool and concierge.   Bathed in natural light from expansive windows, this 3 bedroom, 3.5 bath residence offers an exceptional sense of space and sophistication. Rich hickory hardwood floors and a striking fireplace anchor the beautifully appointed interiors, while dual balconies provide inviting outdoor retreats. A charming den and dedicated office space add both flexibility and function.
Residents enjoy a full complement of amenities, including assigned garage parking, concierge service, a fitness center, and a rooftop pool with thoughtfully designed entertaining spaces. Walking to Whole Foods, shops, restaurants and services. Welcome to Annapolis Towne Centre living at its finest!
#MDAA2143720

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 1105

3 Beds

3 Baths

3,368 Sq.Ft.

$1,800,000

MLS#: MDAA2143720

WELCOME TO THIS BEAUTIFULLY DESIGNED 5/6 BEDROOM, 4 FULL BATH BRICK BEAUTY IN THE HIGHLY SOUGHT AFTER WATER-PRIVILEGED COMMUNITY OF FISHING CREEK FARM! 

FROM THE MOMENT YOU ENTER, THE HOME FEELS BOTH ELEVATED AND INVITING WITH WELL-APPOINTED SPACES, NATURAL FLOW, AND QUALITY FINISHES THROUGHOUT. THE MAIN LEVEL OFFERS A TWO STORY FOYER AND A HOME OFFICE (OR MAIN LEVEL BEDROOM) WITH PLANTATION SHUTTERS AND DIRECT ACCESS TO A TASTEFULLY RENOVATED FULL BATH.  THE FORMAL DINING ROOM PROVIDES THE PERFECT SPACE FOR ENTERTAINING AND GATHERINGS.

THE RENOVATED GOURMET KITCHEN SERVES AS THE HEART OF THE HOME, FEATURING A QUARTZITE ISLAND, SOAPSTONE COUNTERS, GE MONOGRAM APPLIANCES, GAS COOKTOP, WARMING DRAWER, BOSCH DISHWASHER, WINE COOLER, REVERSE OSMOSIS SYSTEM, WALK-IN PANTRY, AND A  WINE BAR PERFECT FOR ENTERTAINING.

LIVING SPACES ARE BOTH COMFORTABLE AND REFINED, INCLUDING A COFFERED CEILING FAMILY ROOM WITH PROPANE FIREPLACE, A FORMAL LIVING ROOM WITH A SECOND  GAS FIREPLACE, AND A  SPACIOUS  LIGHT-FILLED SUNROOM WITH DIRECT ACCESS TO THE SCREENED-IN PORCH. THE BREAKFAST ROOM FEATURES  A NEWER EXTERIOR DOOR, AND THE MUDROOM ADDED IN 2020 OFFERS EVERYDAY FUNCTIONALITY.

UPSTAIRS, YOU WILL FIND FOUR BEDROOMS WITH NEW CARPET THROUGHOUT.  THE PRIMARY SUITE OFFERS A TRUE RETREAT WITH A FULLY RENOVATED PRIMARY BATH AND SEASONAL  WATER VIEWS. THE HALL BATH IS EQUALLY IMPRESSIVE WITH QUARTZITE FINISHES, PORCELAIN TILE FLOORS, SKYLIGHT,  A LARGE SOAKING TUB, AND A CEDAR-LINED CLOSET.

THE WALK OUT LOWER LEVEL IS FULLY FINISHED WITH NEW CARPET, A FULL BATH, BUILT-IN SPEAKERS, AND FLEXIBLE SPACE IDEAL FOR ENTERTAINING, GUESTS, OR A HOME GYM.

THE EXTERIOR COMPLEMENTS THE INTERIOR BEAUTIFULLY WITH PAINTED BRICK AND FRESHLY PAINTED CEDAR SIDING ALONG THE REAR. OUTDOOR LIVING IS EXCEPTIONAL WITH AN EXPANSIVE AZEK DECK AND SCREENED PORCH DESIGNED FOR ENTERTAINING AND RELAXING, OVERLOOKING THE PRIVATE FENCED BACKYARD BACKING TO TREES.  ADDITIONAL FEATURES INCLUDE A WOOD-BURNING FIRE PIT, UNDERGROUND SPRINKLER SYSTEM, AND INSULATED STORAGE UNDER THE DECK.  RECENT UPGRADES INCLUDE A NEW WELL PUMP AND WATER TREATMENT SYSTEM.

THIS IS  A RARE OPPORTUNITY TO OWN A TURNKEY HOME IN ONE OF ANNAPOLIS’ MOST DESIRABLE WATER ACCESS COMMUNITIES, OFFERING A MARINA, WATERSIDE POOL & CLUBHOUSE, TENNIS/PICKLEBALL COURT, BEACH AND MORE!   ALL JUST MINUTES TO DOWNTOWN ANNAPOLIS WITH A CONVENIENT COMMUTE TO DC, NORTHERN VA AND BALTIMORE.  COME AND ENJOY THE LAND OF PLEASANT LIVING!
#MDAA2140530

ANNAPOLIS

1207 THOMAS POINT COURT

5 Beds

4 Baths

4,589 Sq.Ft.

$1,750,000

MLS#: MDAA2140530

Rarely offered ground level residential condominium located at the intersection of Murray Hill and the city's Historic District. Secure garage parking for 2 cars, plus driveway parking for an additional vehicle w/private entry.  Originally developed by John Pilli & constructed by Gate One custom builders, this exquisite residence was built with luxury high-end finishes including Legno Bastone wide-plank hardwood flooring, Caesarstone counter-tops, Omega cabinetry, Thermador appliances & beautiful designer selected plumbing and lighting fixtures. Recently re-built by Lynbrook of Annapolis with numerous, thoughtful additions including fireplace, soaking tub, multiple built-ins, extra closets and sliding doors for privacy.  Featuring 9.5' ceilings, expansive windows, & enormous outdoor patio with off-street parking & EV charger.  and interior space of 2269 sq feet. Amenities include elevator, rooftop terrace w/views of Spa Creek and city skyline, secured covered parking, gas cooking and water usage.  Located in a premier and quiet section of downtown Annapolis yet an easy walk to the water at Goose Park, Main St shops, restaurants & the West St Arts District. Luxury lock & leave at its finest!
#MDAA2143604

ANNAPOLIS

51 FRANKLIN STREET

2 Beds

2 Baths

2,269 Sq.Ft.

$1,690,000

MLS#: MDAA2143604

Set elegantly along the marina within the prestigious Chesapeake Harbour, this waterfront townhouse presents a refined composition of craftsmanship, material integrity, and coastal elegance. Moments from the historic charm of Annapolis and the open horizon of the Chesapeake Bay, the residence captures a rare harmony between luxury living and a serene waterfront setting.
The interiors reveal a meticulous approach to design, where every finish and fixture has been elevated to a standard of quiet sophistication. Expanses of beautifully refinished hardwood flooring provide warmth and continuity, while a dramatic fireplace clad in striking natural stone serves as a focal point—both sculptural and inviting. Thoughtfully layered lighting and custom window treatments create a seamless interplay of mood and light, enhancing both day-to-day living and evening ambiance.
The kitchen is a study in precision and restraint, defined by custom-crafted cabinetry of exceptional quality and a layout designed for both function and visual clarity. A statement waterfall island anchors the space, complemented by premium-grade appliances discreetly integrated into the millwork. Every detail—from the refined hardware to the subtle display elements—reflects a commitment to elevated design and effortless usability, creating a setting equally suited for culinary pursuits and elegant entertaining.
In the private quarters, the primary suite offers a tranquil retreat shaped by texture, proportion, and thoughtful innovation. Custom storage solutions and integrated shading systems enhance both comfort and privacy. The ensuite bath unfolds as a spa-like sanctuary, where heated flooring, high-caliber fixtures, tailored cabinetry, and curated lighting come together in a composition that is both indulgent and serene.
Guest accommodations continue the narrative of quality and intention, featuring bespoke closets, refined finishes, and bathrooms appointed with elevated materials, heated surfaces, and carefully selected fixtures that mirror the home’s overarching design language. The lower level extends the living experience with equal attention to detail—incorporating custom built-ins, ambient lighting, and seamless access to a landscaped patio that opens directly to the waterfront.
Outdoor spaces are thoughtfully integrated into the home’s overall design. Multiple expansive decks invite uninterrupted views of the marina and surrounding waters, while the ground-level terrace, framed by manicured landscaping and soft lighting, offers an intimate setting for relaxation or gathering. These outdoor environments function as natural extensions of the interior, blurring the boundary between indoors and out.
Beyond its aesthetic appeal, the residence is underpinned by extensive structural and mechanical enhancements, ensuring lasting performance and modern efficiency. Every improvement has been executed with an emphasis on durability and long-term quality.
Life within this gated waterfront community offers a distinctive blend of privacy and resort-style living, with access to marina facilities, waterfront amenities, and a setting defined by coastal beauty.
This home is a quiet expression of luxury—where superior materials, exceptional craftsmanship, and a remarkable waterfront location come together in seamless balance.
#MDAA2143002

ANNAPOLIS

2186 CHESAPEAKE HARBOUR DRIVE E

3 Beds

3 Baths

2,307 Sq.Ft.

$1,595,000

MLS#: MDAA2143002

Professional photos will be taken 4/26/26!  This is a rare opportunity to own a newly built, beautifully designed home on a large lot  in an established neighborhood-with nature at your doorstep and everything Annapolis has to offer just minutes away.  This home is estimated to be completed by the end of April, 2026. With a stunning Colonial architectural style, this beautiful home offers 5-bedrooms and 4.5-baths and sits on the last available lot in the Twin Hills neighborhood which is 1.4 acres and borders lush trees and a preservation area. It offers a rare blend of privacy, openness and a connection to nature. Whether you are hosting friends or enjoying a quiet night in, the thoughtful layout makes everyday living feel seamless and relaxed.  

As you step inside, you are greeted by an inviting open floor plan with an abundance of light throughout that seamlessly connects the open-concept gourmet kitchen to the family room, creating an ideal space for both entertaining and everyday living. The kitchen features stainless steel appliances, including double wall ovens, cooktop and built-in microwave, complemented by a spacious island and quartz countertops. The Morning Room (Breakfast Room) and Conservatory offers light filled retreats year round. You will also find five generously sized bedrooms, each designed with comfort in mind. The primary suite is a true retreat, with a spacious sitting room and dual walk-in closets in addition to a luxurious en-suite bathroom featuring a soaking tub, walk-in shower, and dual vanities as well as dual water closets! The family room features 10’ ceilings and a relaxing gas fireplace to keep you warm in the cooler nights! The full basement, with an outside entrance, provides extra entertaining spaces with a extensive recreation room, true fifth bedroom and full bath as well as an unfinished area which leaves endless possibilities for customization, whether you envision a home theater, gym, or additional living space. The bedroom floor laundry adds a touch of practicality to daily routines, while the cozy family room off the kitchen serves as the heart of the home, perfect for relaxation and connection. The side-entry garage accommodates three vehicles and a generous amount of storage space, ensuring convenience and ease of access. 

This residence is not just a home; it's a lifestyle choice that embodies luxury, comfort, and modern living.  Experience the perfect blend of sophistication and warmth in this remarkable new construction home, where every detail has been thoughtfully curated for your enjoyment. All of this with an Annapolis address (and a close proximity to the water and fine restaurants Annapolis has to offer) to add to the joy you will feel from choosing this as your next home. Howmar Homes is a local builder dedicated to treating every house as if it were his own. With no shortcuts taken, each home reflects true care and craftsmanship you can see and feel in every detail.  An optional inground pool has already been approved and has been cited on property for future or present consideration.  **PLEASE NOTE THAT THE NUMBER OF DAYS ON THE MARKET IS DUE TO THE FACT THAT IT WAS LISTED PRIOR TO CONSTRUCTION STARTING**
#MDAA2125858

ANNAPOLIS

1907 MACKIEBETH COURT

5 Beds

4 Baths

5,437 Sq.Ft.

$1,575,000

MLS#: MDAA2125858

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