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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
265
# of Listings
3
Avg # of Bedrooms
$481
Avg. $ / Sq.Ft.
$1,290,957
Med. List Price

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265 Properties Found. Page 2 of 18.

2 River with its stunning water views of the Severn River and of the Chesapeake Bay epitomizes the Annapolis Lifestyle! Located in this beloved multi-generational community of Bay Ridge, this exquisitely renovated classic home seamlessly blends the timeless updates and fabulous original detail such as leaded glass windows and brass chandeliers. The main level has the most incredible, breezy waterside 3-season porch for entertaining, lounging and napping with panoramic views to activities on the bay. The newly renovated chef's kitchen has painted inset cabinets, white marble counters, top of the line appliances and beautiful views to the water and rear gardens. The adjacent mudroom/pantry with restored cabinets, custom dog wash, powder room and convenient laundry. The main level also boasts two bedrooms/offices, a full and a half bath. The upper level features 4 bedrooms including a large primary suite with sitting room, private balcony, walk-in closet and 2 spacious additional bedrooms all with lovely water views, and 2 full renovated baths. The guest suite/office over the oversized garage has wood floors, a kitchen and full bath. The original screened in gazebo will be your favorite place in the world to eat crabs and host friends. The exceptionally private lot has lush mature landscaping, lots of hardscape for dining, grilling and taking in the sensational water views. Also, geothermal heating and a waterproofed, full height walk-out basement with amazing storage but just too many details to list all! Bay Ridge is famous for being the most desired and most amenity rich neighborhood in Annapolis with its extraordinary community beaches, large marina with the renovated clubhouse, playground, pickleball and basketball courts, ball fields, and stunning waterside pool with yet another reservable club house. *House comes with a transferral pool bond.* This fun and lively community is well known for its magical events year round that everyone looks forward to including the Blue Angels flyover and its 4th of July picnic on the beach. Bay Ridge is minutes from Downtown Annapolis and Eastport, has convenient access Rt. 50 , 97, Washington, Baltimore and BWI. This one will not disappoint! Non-riparian waterfront.
#MDAA2139110

ANNAPOLIS

2 RIVER DRIVE

6 Beds

4 Baths

3,818 Sq.Ft.

$3,500,000

MLS#: MDAA2139110

Set on a private peninsula with more than 450 feet of water frontage on Luce Creek, just off the Severn River, 1800 River Watch Lane offers a rare combination of modern sophistication and effortless single-level living. Meticulously renovated by the current owners, this contemporary rambler embraces water views from nearly every room. Guests arrive via a long, private drive and circular pea-stone court, surrounded by mature trees and mature landscaping. Inside, an open, sun-filled floor plan unfolds toward the water, creating a seamless connection between indoor living and the natural beauty of the setting. The grand living room is the heart of the home, anchored by a dramatic wood-paneled cathedral ceiling and a floor-to-ceiling stone fireplace. A full wall of windows opens to an expansive ipe deck with hot tub that spans the width of the house—perfect for large-scale entertaining or quiet morning coffee overlooking the water. The dining room features custom acoustical paneling, while the adjoining family area with cathedral ceiling includes a gas fireplace and casual breakfast are—all capturing panoramic water views. The chef’s kitchen is both refined and functional, featuring marbled Silestone counters, Miele appliances (including double wall ovens, warming drawer, refrigerator/freezer, microwave, dishwasher, and induction cooktop), and a large walk-in pantry. A dedicated office with built-ins and an adjoining den/bedroom create valuable flexibility for working or hosting. An architecturally striking skylit octagon, leads to the remaining bedrooms. The serene primary suite, framed by water views, offers a gas fireplace, tray ceiling, and an oversized walk-in closet. The spa-inspired bath includes a large double vanity, soaking tub positioned to capture the view, a generous walk-in shower, and a private sauna. Two additional bedrooms complete this wing—one with an ensuite bath—along with a third full bath, a separate laundry room, and powder room. Throughout the home, luxurious hardwood floors and large-format provide a clean, consistent aesthetic. A well-appointed mudroom and large two-car garage complete the residence.  Designed with sustainability and comfort in mind, the home features a state-of-the-art geothermal heating and cooling system, a new roof, and an upgraded water heater & treatment —providing exceptional energy efficiency. Outdoors, the property transitions from elevated privacy access via a funicular that transports you to the to deep water pier with two boat lifts and approximately 8’ MLW. Situated high above Luce Creek—just off the Severn River—the home enjoys both long, sweeping views and the practical advantages of protected deep water. Whether boating to downtown Annapolis, heading out for an afternoon sail, or commuting toward Baltimore, BWI, the Eastern Shore, or Washington, DC, this location delivers exceptional convenience without sacrificing the tranquility of a private waterfront retreat.
#MDAA2130926

ANNAPOLIS

1800 RIVER WATCH LANE

3 Beds

None Baths

4,223 Sq.Ft.

$3,495,000

MLS#: MDAA2130926

Quintessential downtown Annapolis waterfront home on the sparkling waters of Spa Creek! This amazing property combines the best of both worlds; the charming historic feel of a downtown Annapolis home with the premier waterfront lifestyle that every resident is looking for. Nestled on a quiet street, this home is the perfect size for an easy to own, lock up and go property. With 3 bedrooms and 2.5 baths it has all the elements needed to enjoy life to the fullest; either as the perfect weekend retreat or permanent residence. The Annapolis area and the surrounding waterways are sure to entertain in every season. The upper level of the home is dedicated to the spacious Primary suite with unique sitting area and expansive roof deck. Take in panoramic views of Spa Creek, Annapolis Harbor and Eastport. An unparalleled vantage point for sunrise coffee or sunset cocktails. The main level offers multiple cozy gathering areas including a formal living room with fireplace, home office and light filled gourmet kitchen with dining area. The kitchen area flows effortlessly into the dining area and out onto the rear deck overlooking Spa Creek. Perfect for gathers of all sizes and dining al fresco. The lower level provides an ideal retreat for family or guests with 2 spacious bedroom a full bath and a cozy family room with fireplace. Head out to the charming covered patio to read a book or sip your evening cocktail or venture out on the water from the private pier. The amazing location is walkable to everything Annapolis has to offer and Spa Creek provides quick access to the Chesapeake Bay and beyond. Welcome Home!
#MDAA2109630

ANNAPOLIS

9 SHIPWRIGHT STREET

3 Beds

2 Baths

2,621 Sq.Ft.

$3,495,000

MLS#: MDAA2109630

Repriced to Sell as of 1.26.26 !! Wake up to Severn River views, not dock maintenance! 812 Coachway is an all-brick waterfront estate in The Downs on the Severn, offering 6 bedrooms, 7 baths, and over 7,500 square feet of refined indoor-outdoor living. Thoughtfully updated to merge timeless architecture with modern luxury, nearly every room frames stunning Severn River views. A two-story foyer leads to the office with custom built-ins, living and dining rooms, and a sunroom that opens to expansive decks and terraces. The gourmet kitchen features quartz counters, stainless steel appliances, induction cooktop, and a bay-window breakfast area flowing seamlessly into the family room with fireplace and full bar. The upper-level primary suite includes a fireplace, brand new spa bathroom with wet room, and a private deck overlooking the water. Four additional bedrooms, multiple updated baths, and an upper-level laundry offer effortless comfort. The walkout lower level is designed for gathering, with a recreation room, wet bar, exercise/guest suite, and direct access to the pool, patios, and fenced yard. Recent upgrades include new composite decks and refreshed landscaping for a resort-like, low-maintenance setting. The Downs is one of Annapolis’s premier waterfront neighborhoods, offering: • Two deep-water marinas with direct Severn River and Chesapeake Bay access • Kayak & paddleboard launch areas • Clubhouse, pool, tennis & pickleball courts • Walking paths and peaceful, nature-rich surroundings Think morning coffee on the water. Paddleboard before brunch. Wine on the deck at sunset. A serene, elevated waterfront lifestyle with a “waterfront yoga deck” feel and true *lock-and-leave* convenience. Boat slips are available at the marina 2 minutes away!
#MDAA2121546

ANNAPOLIS

812 COACHWAY

6 Beds

5 Baths

7,766 Sq.Ft.

$3,449,999

MLS#: MDAA2121546

1486 Downham Market is the ultimate Annapolis deep-water estate—designed for those who demand luxury, security, and boating excellence. Perfectly positioned at the mouth of Clements Creek—one of the safest hurricane holes on the Severn River—this home pairs architectural brilliance with one of the region’s most coveted waterfront settings. A commanding 180’ pier with three boat slips, 50-amp power, and 11’ MLW welcomes yachts and sport boats alike—Hinckley, Viking, Boston Whaler, Pursuit, or Chris-Craft—this property can handle them all. Reinforced pilings are ready for lifts, making this a boater’s dream with full riparian rights. From here, you’ll be on the Severn and Chesapeake Bay in minutes. Inside, walls of glass frame sweeping water views from nearly every room. Across three levels, the transitional design blends clean lines with warmth: hardwood floors, designer lighting, and soaring ceilings. The chef’s kitchen is fully outfitted with commercial-grade appliances, granite counters, and gas cooking, flowing into multiple living and dining areas anchored by a dramatic two-sided stone fireplace. The primary suite is a true retreat—private sitting room and fireplace, a spa bath with skylight, soaking tub, glass shower, and custom walk-in closet. Additional ensuite and Jack-and-Jill bedrooms provide comfort and privacy for family or guests. The walkout lower level is built for entertaining with a rec room, wet bar, wine storage, gym, fifth bedroom, full bath, and a glass-wrapped sunroom ready for a hot tub retreat. Outdoor living is extraordinary: multi-level decks, panoramic views, and serene waters that stretch toward the Severn and Bay. A brand-new septic system and advanced water treatment with reverse osmosis and UV protection offer peace of mind. Set in the prestigious Downs on the Severn, residents enjoy two marinas, clubhouse, pool, tennis and pickleball, and a close-in location to Annapolis, D.C., and Baltimore. Waterfront estates of this caliber almost never hit the market. 1486 Downham Market is ready now—bring your yacht, bring your lifestyle, and claim your place on the Severn.
#MDAA2119714

ANNAPOLIS

1486 DOWNHAM MARKET

5 Beds

4 Baths

5,260 Sq.Ft.

$3,250,000

MLS#: MDAA2119714

A new standard of waterfront living unfolds at the South Annapolis Yacht Centre, a boutique enclave of just eleven luxury residences rising along the edge of Spa Creek where Eastport’s maritime heritage meets modern design. Set within this celebrated marina village, Residence #4 is a rare two-level duplex that captures the beauty of the water and the energy of downtown Annapolis from every vantage point. The residence blends architectural precision with coastal ease. The main level welcomes guests through an elegant entry hall leading to a great room featuring gorgeous wood floors, ample seating around a gas fireplace, a huge island with Quartzite counter, and incredible views down and across Spa Creek. The door to the waterfront deck folds back to create a seamless transition between inside and out; even in colder weather, the number of windows and the size of the doors bring the views of the city’s spires in full focus. The chef’s kitchen includes a double Wolf range and Sub-Zero refrigerator with custom freezer drawers, and there’s plenty of room for multiple chefs to work together! The floor plan also includes an office area with powder room, and the owners installed a beautiful bar with beverage refrigerator and ice machine. The spacious bedroom suite offers a luxurious ensuite bath, and the large walk-in closet has a full-size washer and dryer. Descend via the elevator to the lower level, where a second bedroom suite opens to an enchanting waterside deck. There’s a spa-inspired bathroom, walk-in closet, and wet bar with mini-fridge, creating a self-contained sanctuary ideal for visiting friends or family. Every element of the home reflects the craftsmanship and intent that define the South Annapolis Yacht Centre—an award-winning waterfront community designed by ABS Architects and constructed by Pyramid Builders. The property integrates modern architecture with the rhythms of marina life, offering 74 deep-water slips, a private boardwalk, and access to the full-service marina’s amenities. Anchored in Eastport’s vibrant waterfront district, the South Annapolis Yacht Centre celebrates the best of Chesapeake Bay living — where sailing heritage, walkable streets, and panoramic water views converge into an atmosphere of understated elegance. 289 State Street, Residence #4 offers more than a home; it offers a lifestyle defined by craftsmanship, connection, and the timeless allure of Annapolis.
#MDAA2135660

ANNAPOLIS

289 STATE STREET 4

2 Beds

2 Baths

1,938 Sq.Ft.

$3,190,000

MLS#: MDAA2135660

Welcome to one of Annapolis’ most coveted addresses, perfectly positioned within the vibrant waterfront community of Bay Ridge, where the rhythm of daily life is defined by the water, the shoreline, and a true sense of connection. Set on a level, manicured lot with sweeping Chesapeake Bay views, this property offers a front row seat to ever changing scenery, from passing sailboats to colorful skies stretching across the horizon. With sandy beach access just across the street, the Bay becomes an extension of your everyday lifestyle, ideal for spontaneous swims, paddleboarding at sunrise, or unwinding along the shoreline at day’s end. Inside, the home is thoughtfully designed to complement its surroundings. The remodeled kitchen and updated baths blend comfort and style, while the great room with its panoramic water views serves as the heart of the home, seamlessly connecting indoor living with the beauty just beyond. A cozy fireplace creates the perfect setting for cooler evenings, and a dedicated home office provides flexibility for modern living. Outdoor spaces further elevate the experience. The covered patio invites slow mornings with coffee as boats glide by and evenings under the stars with the Bay as your backdrop. After a day spent on the beach or out on the water, the outdoor shower offers a simple, refreshing return to home. The conditioned garage adds versatility, easily accommodating a home gym, studio, or additional recreational space. The sought-after Bay Ridge Community features a plethora of amenities including 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. Welcome Home!
#MDAA2143508

ANNAPOLIS

113 BAY DRIVE

3 Beds

2 Baths

2,286 Sq.Ft.

$3,175,000

MLS#: MDAA2143508

Welcome to 3307 Harness Creek Road: a Nantucket style, coastal home set on a private peninsula with spectacular water views, a serene backyard oasis and two deep-water piers on protected Harness Creek. This waterside gem, with 190 ft of waterfrontage, is situated directly across from Quiet Waters Park and offers quick access to the South River and the Chesapeake Bay. Inside, you’re greeted by the natural warmth pouring in from the numerous floor-to-ceiling windows on the main level. The foyer starts a seamless transition to the living room on one side and the kitchen on the other. A central island draped by granite countertops centers the kitchen. Casual and formal dining options make the home great for entertaining. Adjacent to the kitchen is a walk-in pantry with quartz counters, sink and additional storage. The washer and dryer are also conveniently located here. A cozy sitting area surrounded by bay windows shifts into the main living area. This space features many special details: a wood-burning fireplace, a window seat, and immediate access to the waterside ipe decks. Gorgeous hardwood floors are throughout the house. Closets and a powder room complete the main floor layout. As you approach the staircase to go upstairs, you’ll notice the beautiful ribbon striped Sapele treads and one-of-a-kind detailing in the railing construction that add another creative touch to this special home. The two-story sitting area brings the natural light into the stairwell. The primary suite includes a spacious bedroom with fabulous Harness Creek and Quiet Waters Park views. The ensuite bathroom has a double-bowl vanity, soaking tub, and oversized shower with glass tile accent. There are two additional water view bedrooms upstairs and an updated hall bath. The detached two-car garage offers more than just parking, featuring approximately 300 square feet of finished space above. Thoughtfully designed, this bonus area presents a flexible extension of the home ideal for a private office, fitness studio, or additional recreation space. On a coveted street close to downtown and providing easy access to Routes 97 and 50, a short walk to the local winery, or a paddle to hiking trails in Quiet Waters Park, this home’s prime location and modern interior make it the perfect combination of boater’s heaven and entertainer’s dream. One of the best features of this property is the privacy of the lush, waterside yard. Adjacent to the main level living room, there is a spacious ipe wood deck with standing seam metal roof. Relax here and watch the paddlers on Harness Creek and the parade of boats and wildlife. With beautiful landscaping and hardscape, the sumptuous yard adds to the serenity of the waterfront scenery. The two private piers complete with water and electric offer tons of options for the serious boater. One pier is 46 ft and includes a 20,000 lb boat lift, 30/50 amp. electric, fresh water supply and has 5+ ft water depth. The second pier, with fresh water supply, is 76 ft long and can accommodate a sizable sailboat; here, the water is 8 ft at mean low tide. The outdoor spaces and interior detailing work in tandem to create a polished encapsulation of coastal living in Annapolis. Major system updates include: new two zone high-efficiency 21 SEER Bosch HVAC systems (2024, 2023), treated water for irrigation, sprayed foam insulation in crawl space, new refrigerator, Dacor dual fuel range with propane cooktop, exterior landscape lighting, alarm system, freshly painted interior, new window treatments, hardwood floors just refinished, and a new roof in 2022.
#MDAA2140382

ANNAPOLIS

3307 HARNESS CREEK ROAD

3 Beds

2 Baths

2,570 Sq.Ft.

$3,145,000

MLS#: MDAA2140382

This exceptional TO-BE-BUILT opportunity awaits in the coveted West Annapolis community —a rare 0.61-acre offering with endless potential. The custom new build was designed to seamlessly incorporate onto the expansive lot, providing your dream residence in one of the area’s most sought-after neighborhoods. The approved civil engineering plans by Drum, Loyka & Associates, LLC and architectural designs by Custom Designs Unlimited have city approvals secured and are awaiting permits to be pulled. Cypress Homes, a well-known local builder, is prepared to construct the proposed 5-bedroom, 5.5-bath home designed for connection and comfort.  Featuring an exquisite exterior design, generously sized rooms, a thoughtful floor plan, and a harmonious connection between indoor and outdoor living. The main level features a stunning great room with 2 story fireplace, a gourmet kitchen, and a luxurious primary suite with a spa-like bath. The upper level boasts 2 bedrooms each with ensuite baths. The lower level has endless potential, currently offering 2 additional ensuite bedrooms with private patios, a recreation room, and a gym. The conveniently located elevator accesses all levels. The generous yard, screened porch, and multiple decks invite outdoor gatherings, summer barbecues, and relaxed evenings enjoying the vibrant West Annapolis lifestyle. Just beyond your doorstep, stroll to acclaimed restaurants, local pubs, charming boutiques, and convenient street-end water access. Ideally situated near Downtown Annapolis, Navy Stadium events, and the Naval Academy, the location also provides effortless commuter access to Route 50 and the Bay Bridge for Eastern Shore escapes or travel to Washington, D.C. Welcome Home!
#MDAA2135638

ANNAPOLIS

4 SHILEY STREET

5 Beds

5 Baths

5,312 Sq.Ft.

$3,095,000

MLS#: MDAA2135638

Experience luxury living at its finest in this extraordinary residence that combines two units into one expansive, stunning home in Annapolis Towne Centre offering over 3,400 square feet of impeccably finished living space. Completely gutted to the studs and reimagined, this one-of-a-kind home places you right in the center of it all—and only minutes from Downtown Annapolis—yet feels like a private retreat from the world. Designed for both grand entertaining and everyday comfort, the custom gourmet kitchen anchors the home and flows seamlessly into inviting living spaces. Sound-proof, glass-tempered doors allow rooms to transition effortlessly from open and connected to intimate and private. Thoughtful details include hidden, built-in Sonos speakers, exquisite moldings, tray ceilings, modern lighting, and a stunning blend of wood and marble flooring throughout. Wine enthusiasts will appreciate the climate-controlled wine room, while the primary suite is a true sanctuary, featuring a glamorous dressing room, multiple custom closets with secret storage, and a spa-like ensuite bath with hand-cut mosaic tile flooring and an oversized walk-in shower with glass door linen closet. Featuring a fully integrated Lutron smart home system, this residence offers effortless control of lighting, motorized shades, audio, temperature, and security access. Additional highlights include three additional bedrooms, two additional full baths, four garage parking spaces and two storage units. Residents enjoy world-class amenities including concierge service, fitness center, yoga studio, library, meeting rooms, elegant lounge spaces, and a spectacular rooftop pool—delivering a lifestyle that is as effortless as it is refined. Towne Centre has become the new heart of Annapolis — a vibrant destination where you’ll find everything you need, from grocery shopping and a premier fitness center to exceptional dining and upscale retail.
#MDAA2136232

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 406

4 Beds

3 Baths

3,364 Sq.Ft.

$2,999,000

MLS#: MDAA2136232

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.

$2,799,000

MLS#: MDAA2137670

**Open House - Saturday, May 2nd, 12-2 pm** Welcome to 856 St Edmonds Place! Newly positioned $700k below recent appraisal! Have it all with stunning views from nearly every room, deep water, privacy, and a spacious floorplan for multi generational living! Spectacular custom built waterfront home in the sought after Downs community of Annapolis! Breathtaking views await you from every corner of this updated and well conceived home. Dramatic details throughout highlight the open floorplan and entertaining is a dream! Gourmet Kitchen with high end appliances, light filled formal dining room, soaring ceilings and imposing stone fireplace highlight the gathering room, cozy waterside family room off the kitchen, amazing primary suite with floor to ceiling windows, views to die for and luxurious bath and oversized closet, two additional bedrooms and a full bath complete the upper level, bright and airy lower level with family room, theater, two additional bedrooms with en suite baths, great views and plenty of storage, enjoy the flexibility of an enormous maintenance free deck and a stunning screened porch, attached two car garage and additional detached one car garage with an amazing 1 BR/1Bath updated in law suite/caretaker space, whole house generator, new tram and steps for convenient access to your pier with covered slip, two new boat lifts and jet ski lift nestled perfectly on Brewer Creek with quick access to the Severn River and the Chesapeake Bay! Located close to the community pool and sports courts with an an easy commute to Washington DC, BWI and Baltimore!
#MDAA2136468

ANNAPOLIS

856 ST EDMONDS PLACE

5 Beds

4 Baths

6,412 Sq.Ft.

$2,795,000

MLS#: MDAA2136468

Check out our new, larger plan at a lower price. A brand-new home for the brand-new you. You’ve worked hard to get here—now you deserve a home that reflects it. With Whitehall Building & Company, your dream home becomes reality through a flexible design/build process, a guaranteed delivery date, and a fixed-price contract. This exceptional to-be-built waterfront residence in coveted Parkwood offers the perfect blend of Eastport living with the privacy and serenity you’ve been searching for. The thoughtfully designed floor plan features a gourmet kitchen with quartz countertops, 42" custom cabinetry, exposed beams, 10’ main-level ceilings, and wide-plank luxury vinyl flooring. A main-level primary suite provides true one-level living with a spacious bedroom and spa-inspired bath. Opportunities like this are rare, don’t miss your chance to build a truly custom waterfront home in one of Eastport’s most desirable enclaves. 100% VA financing available.
#MDAA2131890

ANNAPOLIS

703 GLENDON AVENUE

5 Beds

4 Baths

4,466 Sq.Ft.

$2,745,000

MLS#: MDAA2131890

Perched above the Severn River in the gated waterfront community of Epping Forest, this exceptional property captures sweeping water views and effortless indoor/outdoor living just minutes from downtown Annapolis. Thoughtfully designed with an open floor plan and walls of windows, the home is filled with natural light, high ceilings, custom millwork and seamless sightlines to the Severn river from nearly every vantage point. Expansive ipe decks with sleek cable railing extend the living space outdoors, creating the perfect setting for sunset entertaining or quiet mornings overlooking the water. The primary suite is a true retreat, complete with a private balcony overlooking the Severn; an idyllic perch for enjoying elevated river views and summer breezes. On the lower level, a covered flagstone patio offers an additional outdoor haven, ideal for relaxed evenings, gathering with friends or stepping directly out toward the waterfront. Inside, beautifully appointed gathering spaces flow easily from the gourmet kitchen to the dining and living areas, offering both comfortable everyday living and gracious entertaining. Three spacious bedrooms, three full baths and two half baths are thoughtfully distributed across four finished levels, providing flexibility for guests, work from home needs or additional recreation space. The private pier with deep water and two lifts, including a dedicated jet ski lift, invites endless days on the Severn, with quick access to Annapolis waterways and beyond. Ideally positioned close to Epping Forest’s renowned amenities, residents enjoy a clubhouse with waterside dining, marina, sandy beach, boat ramp, tennis courts, walking trails and a vibrant calendar of social events. An additional 0.115-acre parcel on Sherwood Trail (Tax ID: 224010114205) conveys with the sale and offers convenient supplemental parking, providing easy access for the many guests who will be sure to come visit. A rare opportunity to embrace panoramic river views, exceptional community amenities and the quintessential Annapolitan waterfront lifestyle. Epping Forest is a Special Tax District ($3,059.47 annually) with binding Rules and Regulations. Welcome Home!
#MDAA2137986

ANNAPOLIS

349 SHERWOOD TRAIL

3 Beds

3 Baths

3,185 Sq.Ft.

$2,550,000

MLS#: MDAA2137986

READY TO BUILD NOW!! Introducing an exceptional opportunity to build your dream home with a local custom home builder on a rare 2.19-acre homesite in the highly sought-after water-privileged community of Winchester on the Severn—a neighborhood where everyday living feels like a vacation. This thoughtfully designed custom home will offer over 6,700 square feet of finished living space, featuring 6 bedrooms, 6 full baths, and 1 half bath, along with a 3-car garage, blending timeless craftsmanship with modern luxury and functionality. The main level is designed with both comfort and entertainment in mind, showcasing an open-concept floor plan anchored by a gourmet kitchen featuring high-end appliances, an expansive workspace, and seamless flow into gathering spaces. A beautifully appointed butler’s pantry includes a built-in ice maker and is complemented by a walk-in pantry, demonstrating the careful attention to detail found throughout the home. A rare main-level bedroom with en suite bath, along with a dedicated private office, provides exceptional flexibility for guests, multi-generational living, or work-from-home convenience. Upstairs, you’ll find four generously sized bedrooms, each offering its own walk-in closet and own en suite bathroom —a rare and highly desirable feature. The primary suite serves as a luxurious retreat, complete with separate his-and-hers walk-in closets and a spa-inspired bathroom featuring a soaking tub and oversized walk-in shower. The finished lower level is designed for entertainment and relaxation, featuring a spacious recreation room, a dedicated theater room, and an optional bar area with its own pantry and possible wine storage room. An additional en suite bedroom on this level makes the space ideal for extended guests, in-laws, or a live-in nanny. Set on an exceptionally rare 2.19-acre homesite, the property offers endless possibilities for outdoor living, including space approved for a future pool, pickleball court, or custom outdoor entertainment retreat of your choice —creating the ultimate private backyard oasis. Life in Winchester on the Severn offers an unmatched lifestyle. Simply hop on your golf cart and head to one of the finest community beaches on the Severn River, where residents enjoy a playground, pavilion, sandy beach, swimming pier, kayak and paddleboard storage and launch, boat ramp, and breathtaking sunsets over the water. This is an extremely rare opportunity to create a custom residence in one of the area’s most desirable water-privileged communities—where luxury, space, and lifestyle come together seamlessly.
#MDAA2142274

ANNAPOLIS

1603 WINCHESTER ROAD

6 Beds

6 Baths

6,709 Sq.Ft.

$2,500,000

MLS#: MDAA2142274

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