Explore Anne Arundel, MD Homes for Sale Over $1,500,000

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Homes for Sale in Anne Arundel, MD Over $1,500,000

Welcome to your dedicated resource for Homes for Sale Over $1,500,000 in Anne Arundel, MD. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Anne Arundel, MD agent, Ryan Breeden specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the properties currently available over $1,500,000 below, or contact a local agent to discuss the details that matters most to your search.

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All Anne Arundel, MD Homes for Sale Over $1,500,000

$6,500,000
7 Beds 9 Baths MDAA2145908 MLS
A truly iconic Annapolis offering, this extraordinarily rare waterfront estate is gracefully set on 7.5 remarkably private acres, showcasing what may be the most breathtaking panoramic views in all of Annapolis. With endless, horizon-stretching vistas that evoke the feel of an oceanfront retreat, the Chesapeake Bay unfolds before you with the Bay Bridge creating a dramatic backdrop in the distance, while Annapolis’ beloved summer sailboat races become part of your everyday scenery. A setting of this magnitude—offering serenity, privacy, and commanding water views—is simply irreplaceable. Encompassing more than 9,000 square feet, this grand residence was thoughtfully designed to maximize its extraordinary setting, with jaw-dropping water views greeting you the moment you step through the front door and drawing your eye through the soaring two-story family room straight to the Chesapeake beyond. The architectural footprint and flow are exceptional, creating the perfect canvas for a visionary buyer to elevate this estate into a world-class showpiece. The main level is anchored by an expansive waterfront primary retreat, a sanctuary unto itself featuring dual walk-in closets, a spa-inspired bath with a jetted soaking tub, oversized skylit shower, separate vanities, a bidet, and a private spiral staircase leading directly to the lower-level fitness and hot tub retreat. Two additional generously sized en suite bedrooms with walk-in closets are also conveniently located on the main level, along with a richly appointed study/library, elegant formal dining room, spacious kitchen with island and breakfast area, plus an additional family gathering space designed for effortless everyday living and entertaining. Upstairs, two exceptional en suite bedrooms each offer walk-in closets, fireplaces, private waterfront balconies, and spectacular elevated views that feel suspended above the Bay. The walkout lower level is equally impressive, designed for entertaining and multigenerational flexibility, featuring expansive recreation spaces opening directly to the waterfront patio, plus a fully self-contained in-law or au pair apartment complete with its own kitchen, family room, full bath, separate entrance, and—of course—those same extraordinary views. What sets this offering even further apart is the remarkable future potential already in motion. With public sewer and an extraordinary 7.5-acre footprint, the possibilities are nearly limitless. Seller-approved county plans—transferable to the next owner—dramatically accelerate the vision, including plans for shoreline improvements, tree clearing to further expand views, bank reshaping, revetment enhancements, a new tram and stair access to the pier, a widened driveway with a new entrance feature, a detached guest house with its own private entrance from Lyons Dr, a pickleball court, a gazebo, and additional grounds enhancements. This is more than a home—it is one of Annapolis’ most extraordinary legacy properties, offering a once-in-a-generation opportunity to create an unparalleled waterfront masterpiece.

2562 Carrollton Rd, Annapolis

$3,849,000
6 Beds 5 Baths MDAA2142212 MLS
A truly exceptional historic residence is now available in the heart of downtown Annapolis. Welcome to 16 Maryland Avenue, a distinguished circa-1830 Greek Revival home masterfully restored in collaboration with the renowned Hammond-Wilson Architects. Perfectly positioned just steps from State Circle and the United States Naval Academy, this iconic three-story brick property seamlessly blends timeless architectural beauty with sophisticated modern livability. The main property features 4,474 square feet of refined above-grade living space, complemented by a fully legal, licensed lower-level apartment that offers immense versatility for multi-generational living or premium rental income. In total, the property features six bedrooms, 4.5 bathrooms, and beautifully curated living spaces defined by rich period details, soaring ceilings, and remarkable craftsmanship. Six fully rebuilt, functional wood-burning fireplaces (three equipped with gas starters) serve as stunning architectural focal points throughout the home. Equally captivating are the enchanting outdoor spaces. Here, manicured grounds, lush landscaping, vibrant flower beds, and a serene koi pond create a private garden retreat rarely found downtown. Set on a prime 7,324-square-foot lot along one of the city’s most coveted historic streets, the property offers tranquility just moments from the waterfront and bustling downtown scene. Zoned as a two-family residence, this remarkable property represents a rare, premium investment or a luxurious private estate. Residents will enjoy an unmatched lifestyle, surrounded by boutique shopping, acclaimed waterfront dining, art galleries, historic landmarks, and the unmistakable charm of Annapolis Harbor. Elegant, iconic, and rich with history, 16 Maryland Avenue represents downtown Annapolis living at its absolute finest.

16 Maryland Ave, Annapolis

$1,689,000
5 Beds 5 Baths MDAA2145888 MLS
Nestled within the highly sought-after community of Green Spring at Compass Pointe, this extraordinary estate backs directly to Hole #7 of the Southwest Course and offers over 6,000 square feet of meticulously designed living space. Featuring 5 bedrooms, 4.5 bathrooms, and luxury finishes throughout, this home is truly an experience from the moment you arrive. Step inside to a grand foyer highlighted by a stunning staircase and elegant touches throughout. The main level offers a spacious private office complete with custom built-in shelving and french doors, as well as an additional flex room ideal for a playroom, sitting room, or second home office. The heart of the home is the breathtaking two-story living room showcasing soaring coffered ceilings, custom accent walls, and a dramatic floor-to-ceiling stone gas fireplace. The formal dining room seamlessly flows into the beautiful gourmet kitchen, creating the perfect layout for both everyday living and entertaining. This stunner of a kitchen features an oversized 8-foot quartz island, dual dishwashers, island level microwave, a large walk-in pantry, and an impressive 60” gas range. A spacious mudroom conveniently connects to the oversized 3-car garage. Upstairs, two of the bedrooms share a Jack-and-Jill bathroom, while a catwalk overlooking the main living area leads to an additional bedroom with its own private full bath and the luxurious primary suite. The primary retreat offers expansive his-and-her closets, a dedicated walk-in laundry room, and a spa-inspired bathroom complete with an oversized dual vanity, jetted soaking tub, and an incredible walk-in shower featuring eight shower heads. The fully finished lower level was built for entertaining and multi-generational living alike, offering a full custom bar with sink, refrigerator, and ice maker, an additional bedroom and full bathroom, plus a versatile bonus room perfect for a home gym or media room. The true showstopper, however, is the resort-style backyard oasis. A large screened-in porch opens to a stunning saltwater pool complete with a swim-up bar, waterfall, and tanning ledge. Multiple patios provide endless entertaining space surrounding the natural gas fire pit and custom putting green — all overlooking the golf course backdrop. Additional premium features include CAT6 networking throughout, Sonance outdoor sound system, hardwired ADT security system, full lawn irrigation, expansive outdoor lighting, fully fenced backyard, tankless water heater, public water, and brand-new HVAC systems. Luxury, lifestyle, and thoughtful design come together seamlessly in one of Compass Pointe’s most exceptional offerings.

1631 Carnoustie Dr, Pasadena

$2,950,000
6 Beds 5 Baths MDAA2140638 MLS
PRICE REDUCTION 245K! Welcome to 1588 Eaton Way, an extraordinary, waterfront Chesapeake Bay retreat offering the very best of Annapolis living. Located in the highly coveted Downs on the Severn neighborhood, this custom California Deck‑style home spans 7,000+ square feet on 2 private acres with deep‑water access (6+ ft MLW) and stunning views of Clements Creek. Designed as a true waterfront estate, this home blends architectural character, thoughtful modernization, and resort‑style amenities—perfect for boating enthusiasts and those seeking a refined Bay lifestyle. Waterfront features a private dock with 50‑amp power boat lift configured for a 21’ vessel (parts available for jet skis or other boat sizes). Deep‑water slips at dock that are over 8 feet+ mean low. The Polaris utility vehicle conveys for easy waterfront access (and snow plow attachments included). Host all your gatherings at the park like waterfront dock.  This home is truly special & unique compared to most other waterfront homes! There have been major improvements in this 6-bedroom waterfront home. There are water views from nearly every room! This home features Hardie Plank siding with vinyl‑wrapped trim in 2024, new roof system in 2021— not just shingles, and four new garage doors & openers. There is a Sub‑Zero refrigerator/freezer installed in 2021, updated dock electrical & lift adjustments, new wood‑burning stove at lower‑level club/bar. The primary suite bath was a complete down‑to‑the‑studs renovation featuring steam shower, deep soaking tub, towel warmer, and Onii toilet/bidet. The Jack‑and‑Jill bath renovated with Jacuzzi tub, rain shower, hand shower, and towel warmer. This home has a beautiful, private layout that combines style & comfort for everyone. The interior highlights are custom architectural design with knotty pine ceilings throughout,  two‑sided stacked‑stone wood‑burning fireplace. There is a fully updated kitchen, central vacuum system with outlets throughout home and garages, central audio system with controls indoors and out, and RV‑sized garage with power! The upper garage equipped with hot & cold water plus floor drains—perfect for year‑round vehicle care!  Where else can you find that? There have been several updates on the home at 1588 Eaton Way. The kitchen has instant hot water dispenser. The updated outdoor lighting is new. There is restored hardwood flooring throughout home, and new carpeting. The systems in the home have all been meticulously maintained. There are all new skylights and most all of the windows & some doors throughout the home! There is professionally maintained 12‑zone irrigation system for upper and lower lawns and is seasonally serviced. This tranquil Severn River location offers breathtaking water views, abundant wildlife, and easy access to downtown Annapolis, the Chesapeake Bay, and major commuter routes—without sacrificing privacy or serenity. 1588 Eaton Way is a rare opportunity to own a meticulously maintained, deep‑water estate in one of Annapolis’ most prestigious waterfront communities. The Downs on the Severn features two community marinas, an outdoor community swimming pool with swim team, tennis courts, pickle ball, and a clubhouse for year-round socials. There are also tot lots for the little ones, and a little library. The Downs is an easy commute to Baltimore, DC and the beaches.  The airport is less than 30-minute drive.  This is truly a resort vacation at home in the Downs on the Severn! HOME IS BEING SOLD AS IS. Contact listing agent for details!

1588 Eaton Way, Annapolis

$2,765,000
5 Beds 2 Baths MDAA2144980 MLS
Welcome to 202 Wardour Drive! This classic 1940 Dutch Colonial offers timeless character, generous living space, and an unbeatable Annapolis location. Situated on a quarter acre lot with large front yard, the south facing location ensures sunny days ahead! Located in the elegant Wardour community which reflects the naturalistic style of its designer, Frederick Law Olmstead, Jr, with its mature trees, meandering roads and preserved open spaces that foster community connection. Inside, the home features five bedrooms, two bathrooms, gorgeous oak floors (recently refinished in 2026), fireplace, bright sun-porch and large 12x 32 back deck. The south-facing orientation fills the home with natural light, creating a bright and cheerful atmosphere throughout. Recent improvements include freshly painted interior and exterior spaces, a newer roof approximately four years old, new porch benches, and a beautifully installed brick paver sidewalk that enhances the home’s curb appeal. A long driveway and rear detached garage provide ample parking and storage. Residents benefit from access to seven community beach areas and a shaded walking trail traversing the neighborhood, that provide a tranquil retreat for adults and a natural wonderland to explore. Conveniently located within walking distance of the local elementary school, Navy Stadium, Annapolis Street shopping and dining, Historic Downtown Annapolis and offers easy access to Rt. 50 for commuters. With classic architecture, spacious interiors, abundant natural light, and an exceptional in-town location close to everything Annapolis has to offer, this is a rare opportunity to own in one of the area’s most beloved neighborhoods. Schedule your private tour today!

202 Wardour Dr, Annapolis

$1,790,000
6 Beds 5 Baths MDAA2143684 MLS
OPEN HOUSE | SUNDAY | 8/2 | FROM 1-3PM Historic Portland Manor – Allendale is privately set on 4.5 acres off sought-after Brooks Woods Road, surrounded by mature trees, neighboring acreage, and pastoral surroundings. A heritage tree-lined drive leads to the residence, framed by established landscaping, gorgeous brick walkways surrounding the home, landscape lighting, covered porches, and a renovated in-ground pool. Dating back to the late 1700s, with additions completed in the early 1800s, the home has been thoughtfully restored and updated while preserving its historic integrity and original craftsmanship. Offering an estimated 5,060 square feet, the property includes six bedrooms and four and a half baths across the main residence and separate in-law suite. Interior features include original heart pine flooring, restored historic windows, six fireplaces, a traditional central hall layout, three staircases, multiple gathering spaces, and extensive custom built-ins and storage throughout. The main level includes a formal dining room with marble fireplace and adjoining butler’s pantry, family room with restored marble fireplace, living room with fireplace and custom built-ins, greenhouse room, powder room, and multiple access points to the home’s covered porches and outdoor living spaces. The custom kitchen features extensive handmade cabinetry and tile work, custom shelving and pantry storage, soapstone and butcher block countertops, commercial-grade gas cooking with a double gas range, vent hood, griddle, separate service sink, and generous preparation space designed for entertaining and everyday functionality. A storage closet beneath the main staircase and extensive built-in cabinetry throughout the connecting gallery to the in-law suite provide exceptional functional storage rarely found in historic homes. The second level includes the primary suite with a large walk-in closet, private kitchenette, fireplace, and ensuite bath. Two additional bedrooms are located on this level, each featuring fireplaces, with one offering an ensuite bathroom. The third floor offers two additional bedrooms, a full bathroom, a large finished storage closet, and expansive attic storage space. The separate in-law suite, originally constructed in 1785, includes a living and dining area, kitchenette, full bathroom with private laundry, and an upper-level bedroom with vaulted A-frame ceiling. The residence includes eight exterior doors leading to approximately 1,000 square feet of covered brick porches, landscaped walkways, pool areas, and outdoor gathering spaces, creating a seamless connection between the home and grounds. Additional upgrades include fresh exterior paint on the entire home (2026), high-efficiency foam insulation in the attic, roof space, and crawlspace, and a comprehensive exterior restoration. The siding was removed and rebuilt with new Rockwool sidewall insulation, plywood sheathing, and infiltration fabric. Outdoor features include a fully renovated 20’ x 40’ pool (2025), pool house, custom fire pit patio with built-in seating, large deck with new decking (2025), fenced areas, extensive landscape lighting, and a custom Williamsburg-style chicken coop. Major system updates include two high-efficiency HVAC systems, plumbing system replaced in 2013, electrical systems and new 400-amp electric service was redone (2025). The exterior was fully repainted in 2026. A rare offering combining historic character, extensive restoration, privacy, acreage, and modern livability, conveniently located near The Cannon Club, local farmers markets, waterfront dining, and commuter routes. Two Tax IDs convey.

5503 Brooks Woods Rd, Lothian

$1,750,000
4 Beds 5 Baths MDAA2144658 MLS
The Ultimate Private Waterfront Retreat on Carrs Creek is PRICED TO SELL! Tucked along the shoreline of Carrs Creek in the heart of Southern Anne Arundel County, 5865 Deale Beach Road is the kind of rare waterfront estate that feels worlds away without asking you to give up convenience. Set on nearly 14 private acres, this beautifully expanded and updated farmhouse blends Chesapeake charm, refined finishes, and the freedom of true country living—just minutes from the restaurants, marinas, and small-town energy of Deale, Galesville, and North Beach. Inside, the home is warm, elegant, and designed for gathering. The spectacular kitchen pairs Viking appliances, white cabinetry, quartz countertops, generous island seating, and a statement light fixture with an easy flow into the family room, where an oversized stone wood-burning fireplace and walls of windows frame peaceful water views. It is the kind of space built for slow Sunday mornings, holiday dinners, and evenings that move effortlessly from the kitchen to the porch to the water’s edge. The main-level primary suite offers a private retreat of its own, with sliding doors to the deck and hot tub, a large walk-in closet, and an elegant bath featuring a glass-enclosed slate shower and separate jetted tub. A spacious office and additional bedroom complete the main level, while the upper floor offers three more bedrooms, including an en-suite bedroom with its own private screened porch overlooking the creek. Outside, the property becomes something truly special. Spend summer afternoons by the waterside pool, launch paddleboards and kayaks from your private pier and floating dock, gather around the fire pit after sunset, or practice your short game from the tee box. Screened porches, stone patios, open lawn, and wide water views create a lifestyle that feels equal parts luxury retreat and Chesapeake homestead. For those craving space, privacy, and purpose, the grounds deliver. A fenced garden area with chicken coop, gardening shed, vegetable garden, and room to roam brings fresh eggs, homegrown vegetables, and a slower rhythm to everyday life. A large detached garage with a bathroom and second level is ideal for a car enthusiast, workshop, studio, equipment storage, or hobby space. A commercial whole-house generator adds peace of mind, keeping the property ready in every season. Private, polished, and incredibly versatile, 5865 Deale Beach Road is more than a waterfront home—it is a full-scale lifestyle property. Whether imagined as a year-round residence, a weekend escape from the DC region, or a legacy retreat close to Annapolis, Joint Base Andrews, Northern Virginia, and the Chesapeake Bay, this is Southern Maryland waterfront living at its most complete. The photos are virtually staged to represent a concept to buyers of what the home could look like furnished.

5865 Deale Beach Rd, Deale

$7,250,000
4 Beds 4 Baths MDAA2144478 MLS
Perfectly positioned along the waterfront in the prestigious Murray Hill neighborhood of Annapolis, this extraordinary estate represents a rare opportunity to own a fully reimagined luxury residence where privacy, walkability, boating lifestyle, and architectural sophistication converge in one of the East Coast’s most coveted waterfront settings. RenownedBohan Contracting has been extensively renovating the home since October 2025. The home has not been lived in since completion, offering an exceptionally rare “like-new” experience where every finish, appliance, system, and curated detail remains untouched. Set on an unusually expansive waterfront lot for downtown Annapolis standards, the property delivers a sense of scale and privacy that is nearly impossible to replicate within Murray Hill. Mature landscaping, multiple outdoor living spaces, Brazilian Ipe decking, and panoramic water views create a setting that feels worlds away while remaining just moments from the energy and charm of downtown Annapolis. Designed for the discerning buyer seeking a refined waterfront retreat, the residence effortlessly balances elevated entertaining with relaxed coastal living. Whether arriving by boat after a day on the Chesapeake Bay, hosting sunset gatherings overlooking Spa Creek, or enjoying peaceful mornings watching sailboats drift by, the home was designed around an experience. Inside, timeless design and modern luxury unfold at every turn. The fully reimagined chef’s kitchen rivals those found in premier custom estates, anchored by a complete JennAir Noir appliance suite including a 48-inch dual-fuel range with double ovens, professional refrigeration, dual integrated dishwashers, multiple beverage centers, built-in ice maker, and a butler's pantry designed as both a prep and entertaining space. Custom Schrock “Trademark” maple cabinetry, designer-selected Waterworks fixtures, Calacatta Miraggio Cielo quartz with dramatic waterfall detailing, and layered architectural lighting elevate the space into a true showpiece. Throughout the residence, every finish was intentionally selected to create warmth, sophistication, and understated luxury. Wide-plank white oak flooring, custom white oak ceiling beams, Restoration Hardware lighting, Baldwin hardware, integrated Sonos audio throughout the home, Lutron lighting controls, custom plaster fireplaces, upgraded insulation for sound attenuation, and CAT6 wiring provide the seamless blend of craftsmanship and modern infrastructure expected at this caliber of home. The primary suite serves as a private sanctuary, complete with custom built-ins, boutique-style California Closets systems, integrated laundry, and a bespoke fireplace designed to create an atmosphere reminiscent of a luxury waterfront hotel suite. Every secondary space continues the same level of thoughtful execution and design continuity rarely achieved in residential renovations. Outside, the waterfront experience becomes truly exceptional. A private pier with electric, boat lift, paver stone extended driveway, refinished gates, and oversized outdoor entertaining areas creates a lifestyle tailored for effortless luxury. The property’s unique positioning offers both protected water access and breathtaking views while maintaining an uncommon sense of seclusion in the heart of Annapolis. Located just minutes from Downtown Annapolis, the United States Naval Academy, award-winning restaurants, yacht clubs, boutique shopping, and private aviation access, this home is ideally suited for the executive or entrepreneur seeking an uncompromising second home or primary waterfront residence within easy reach of Washington D.C., Northern Virginia, Philadelphia, and New York. The ability to enjoy a true luxury waterfront lifestyle with boating access, walkability, privacy, and substantial land all within one of Annapolis’ most prestigious neighborhoods is extraordinarily rare.

11 S Acton Pl, Annapolis

$1,999,999
4 Beds 4 Baths MDAA2144868 MLS
Welcome to 146 Duke of Gloucester Street! As you approach the home, a welcoming front porch will greet you, offering a place to sit and take in all that Annapolis has to offer. Nestled in the heart of historic Annapolis, this beautifully appointed 4-bedroom, 3.5-bath residence seamlessly blends timeless charm with modern sophistication. Rich in character and thoughtfully updated throughout, this exceptional home offers an inviting open-concept main level designed for both comfortable living and effortless entertaining. Step inside to discover sun-filled living and dining spaces anchored by a stunning exposed brick fireplace that adds warmth and historic appeal. The modern kitchen is a true centerpiece, featuring stylish finishes, ample cabinetry, and a functional layout perfect for everyday living and hosting guests alike. The second level features three spacious bedrooms filled with natural light from oversized windows, generous closet space, and two beautifully appointed full bathrooms, creating comfortable accommodations for family and guests alike. Occupying the entire third floor, the expansive primary suite serves as a private retreat complete with a luxurious spa-inspired bath designed for relaxation and rejuvenation. Outside, enjoy a charming backyard—an ideal setting for outdoor dining, gardening, or simply unwinding in your own private oasis. Perfectly situated just moments from the waterfront, renowned restaurants, boutique shopping, and the rich history of downtown Annapolis, this home offers a rare opportunity to experience historic living with all the comforts of modern design.

146 Duke Of Gloucester St, Annapolis

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