Above $1 Million Crownsville MD Real Estate, Homes, Condos for Sale

Welcome to this beautifully maintained split level home offering the perfect blend of comfort, space, and waterfront living. With 1,900 sq ft of finished space plus an additional 500 sq ft unfinished area ready for your vision, this 3 bedroom, 2 bath home delivers flexibility for today’s lifestyle. The main level features an open floor plan connecting the living room, dining room, and kitchen—ideal for entertaining or simply enjoying the natural light that fills the space. Downstairs, a spacious family room with a fireplace creates a cozy retreat, complemented by a dedicated office area perfect for remote work or hobbies. Step outside to a large deck overlooking the property and enjoy the tranquility of your own private beach. Waterfront enthusiasts will appreciate the deep water dock with 14 feet of water depth and a 15,000 lb boat lift, offering effortless access to boating, fishing, and sunset cruising. This property is being offered in "as is condition" through a private sale.

942 Waterview Dr, Crownsville

Listing courtesy of HomeZu by Simple Choice. Contact:

$2,200,000

3 Beds ⋅ 3 Baths

Waterfront Living, Exceptional Privacy & Timeless Charm in Bayberry Hill! Escape the hustle and bustle of everyday life and discover the peace, privacy, and natural beauty of waterfront living in the sought-after gated community of Bayberry Hill in Crownsville. Tucked away on a beautifully wooded lot, this distinctive waterfront retreat offers a rare opportunity to enjoy a more relaxed lifestyle surrounded by nature, with beautiful water views and the serenity of a private setting. Situated high above the water, the home enjoys an elevated position that enhances its sense of seclusion and provides a wonderful connection to the surrounding landscape. A long, private driveway welcomes you home, setting the stage for the tranquility and privacy that await. This 3-bedroom, 2.5-bath home features a spacious 3-car garage and a charming wraparound porch with water views from multiple vantage points—the perfect place to enjoy your morning coffee, unwind in the evening, or simply take in the beauty of your peaceful surroundings. The gated community setting, wooded homesite, and elevated location create a special sense of retreat, making this an ideal escape for those seeking a break from the pace and pressures of city life without giving up the comforts of home. Inside, three fireplaces add warmth, character, and ambiance throughout the home. A striking double-sided fireplace serves as the centerpiece between the living room and family room, while the primary bedroom offers its own fireplace for a cozy, relaxing retreat. A third fireplace in the office/library creates an inviting space for working from home, reading, or enjoying a quiet evening. For boating enthusiasts, the private dock features approximately 4'8" of mean low water depth at the end of the dock, offering the opportunity to enjoy boating and waterfront activities right from your own backyard. Whether you're seeking a peaceful waterfront escape, a private wooded sanctuary, or a home where boating and outdoor living take center stage, 1309 Saint Pauls Way offers a distinctive combination of gated-community privacy, natural beauty, generous garage space, and timeless waterfront charm. Here, you can slow down, enjoy the surroundings, and experience a lifestyle that feels a world away from the everyday hustle and bustle.

1309 Saint Pauls Way, Crownsville

Listing courtesy of Academy Realty Inc.. Contact:

$1,400,000

5 Beds ⋅ 5 Baths

Timeless elegance and architectural distinction define this stunning Annapolis Preserve residence. Set on a private 0.97-acre lot backing to mature woodlands, the home’s classic façade features intricate quoins, decorative keystones, and a sweeping gabled roof. Inside, a grand two-story marble foyer with an curved staircase sets an impressive tone. Hardwood floors guide you into a formal living room highlighted by a classic wood-burning fireplace, flowing seamlessly into a sun-drenched sitting room framed by arched windows and custom plantation shutters. Richly appointed with custom cherry wood cabinetry, the home office opens through glass-paneled doors into the family room, where vaulted ceilings, two enormous skylights, and a dramatic floor-to-ceiling stone-surround fireplace create the ultimate gathering space. Adjacent to the family room, the well-appointed kitchen boasts deep, rich cabinetry, a center island with stool seating, and Smart refrigerator. Just off the breakfast area, a vaulted sunroom equipped with two skylights opens directly to an expansive deck complete with hot tub and adjoining screened porch with recessed lights and ceiling fan—ideal for seamless indoor-outdoor entertaining. A second staircase off the kitchen leads to an upper-level gallery, open on both sides and overlooking the front foyer and family room below, adding to the home’s dramatic architectural appeal. An impressive owner’s suite features a dramatic vaulted ceiling, two-sided gas fireplace shared with an adjoining private sitting room, and an expansive 21-foot-long walk-in closet with custom organizers. The sitting room offers a comfortable retreat within the owner’s suite, while the fireplace creates a warm focal point between the two spaces. The en-suite bath provides a deep soaking tub set beneath a skylight and surrounded by marble, a spacious shower, and dual-sink vanity. Two additional generously sized bedrooms each feature their own private full bath, while two more bedrooms share an en-suite bath. Spanning nearly 6,000 square feet of finished living space, complete with a 3-car garage and a vast unfinished lower level awaiting your custom vision, this home offers an unrivaled lifestyle of luxury and privacy.

2028 Haverford Dr, Crownsville

Listing courtesy of Redfin Corp. Contact:

$1,479,000

6 Beds ⋅ 7 Baths

Welcome to 1206 Shelby Dale Lane, a beautiful, former model-home situated on nearly an acre in the desirable Penderbrooke community of Crownsville. Offering over 5,700 square feet of above-grade living space, this spacious home features 6 bedrooms, 6 full bathrooms, and 1 half bathroom. The main level features a grand two-story foyer, hardwood floors, formal living and dining rooms, a private office, a spacious family room, and a convenient bedroom with a full bathroom. Upstairs offers four bedrooms, each with its own full bathroom, including a generous primary suite. The finished lower level provides additional space for entertaining, complete with a large recreation area, wet bar, bedroom, and full bathroom. Additional highlights include four fireplaces, a three-car garage, and a beautifully landscaped yard. Conveniently located near Annapolis, shopping, dining, and major commuter routes, this home offers plenty of space for comfortable everyday living and entertaining.

1206 Shelby Dale Ln, Crownsville

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$1,195,000

4 Beds ⋅ 5 Baths

PRICE IMPROVEMENT! DON'T MISS THIS ONE! Luxury, space, and incredible value all in one! Located in the sought-after St. Stephens Farms community, this beautifully maintained, one-owner home sits on an impressive .92-acre lot with meticulously manicured grounds and an exceptional fenced backyard. Offering generous space for outdoor living and entertaining, the property also provides room to explore the possibility of a future pool, subject to applicable approvals. Thoughtfully refreshed with fresh paint, refinished hardwood floors, updated flooring and new carpeting, the home feels bright, welcoming and move-in ready. Updates within the past five years include the roof, 6-inch gutters, Thompson Creek windows and rear door, and a rebuilt primary bathroom shower. An automatic generator serving a substantial portion of the home adds peace of mind. The main level also features a formal living room, a separate dining room and a private office, offering dedicated spaces for entertaining, working from home and everyday living. At the heart of the home is an oversized family room featuring high ceilings, a striking paneled accent wall and a fireplace. Open to the kitchen, this inviting space creates an effortless flow for everyday living and entertaining. Just beyond, the expansive screened porch extends the living space outdoors—the perfect setting for dining or unwinding while overlooking the gorgeous backyard. A Trex deck and stone patio with a firepit offer even more ways to enjoy this beautiful setting. Upstairs, four spacious bedrooms and three full bathrooms provide ample room, complemented by a convenient main-level powder room. The finished lower level includes an additional full bathroom and flexible space for a recreation room, home gym or additional family room. An unfinished room offers potential for further expansion, including a possible fifth bedroom, subject to applicable requirements. Combining generous living spaces, thoughtful updates and exceptional outdoor enjoyment, this home offers a peaceful Crownsville setting with convenient access to Annapolis, major commuter routes, BWI Airport and Fort Meade. Nearby Waugh Chapel shopping and dining keep everyday conveniences within easy reach. Join us at the open house or schedule your private tour!

2103 Bell Tower Dr, Crownsville

Listing courtesy of Coldwell Banker Realty. Contact:

2005 Saint Stephens Woods Dr, Crownsville

$1,445,000

6 Beds ⋅ 6 Baths

Welcome to 2005 Saint Stephens Woods Drive, an impressive estate set on a beautiful, private lot in one of Crownsville's most sought-after wooded settings. The home underwent a major remodel, transforming every room and creating a combination of timeless traditional character with thoughtfully modernized living spaces. Designed for both everyday living and memorable entertaining, this expansive home offers an extraordinary combination of generous living spaces, multiple bedroom levels, beautifully updated bathrooms, and seamless connections to the outdoors. The main level welcomes you with an elegant formal living room and dining room, a private library/study, two convenient powder rooms, and a spacious laundry room. At the heart of the home, the kitchen opens to a dramatic great room, creating an inviting gathering space filled with natural light and views of the surrounding landscape. From the great room, step directly onto the rear porch and decks overlooking the private grounds, pond, and mature woods. Upstairs, the primary bedroom is a true retreat, highlighted by an amazing primary bathroom that offers a unique spa-like experience. A second bedroom features its own en-suite bath, while additional bedrooms are thoughtfully served by a Jack-and-Jill bath. A second upper level adds two more bedrooms and a full bath, bringing the home to six bedrooms and offering tremendous flexibility for family, guests, work-from-home spaces, or hobbies. With bathrooms and individual rooms remodeled and upgraded over the years, the home has been continually refreshed to meet today's expectations for comfort, style, and functionality. The finished lower level takes entertaining and recreation to another level. A spacious recreation room provides plenty of room to gather, while a dedicated gym makes staying active convenient at home. A fun turf-lined "soccer" room adds a unique touch for athletes and kids alike, and the lower-level bar creates the perfect setting for game days and casual entertaining. Walk directly from this level to the patio and enjoy even more outdoor living space. A three-car side-entry garage provides abundant parking and storage, while the private lot offers a peaceful backdrop of trees and pond views. With multiple decks and a rear porch, there are countless places to enjoy the beauty and tranquility of the setting. A rare opportunity to enjoy traditional elegance, updated interiors, expansive living spaces, and a private natural setting come together in this distinctive Crownsville home. Schedule your private tour today!

2005 Saint Stephens Woods Dr, Crownsville

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$2,950,000

3 Beds ⋅ 4 Baths

A rare sense of privacy defines this distinctive waterfront residence in the gated enclave of Bayberry Hill, where striking architecture, mature trees, a waterside pool, and sweeping views come together in an extraordinary Annapolis setting. Surrounded by a lush natural landscape and oriented toward the water, the property feels like a private retreat. Peaceful and secluded, yet designed to embrace every aspect of waterfront living. The approach sets the tone, winding through established landscaping past a tranquil pond with water feature and across a charming footbridge to the entrance. Inside, soaring wood-clad ceilings, skylights, dramatic stonework, and expansive walls of glass create a warm, sophisticated aesthetic with a subtle mid-century influence. At the heart of the home, the impressive great room is anchored by a floor-to-ceiling stone fireplace, while abundant windows frame the landscape and fill the interiors with natural light. Thoughtfully designed living spaces unfold throughout the home, offering an effortless balance of intimate retreats and areas for gathering. Just off the gourmet kitchen, a glass-enclosed waterside family room feels immersed in the surrounding scenery and opens directly to the expansive deck, an inviting extension of the interior for dining, entertaining, or simply enjoying the changing seasons. A beautifully appointed wine cellar with custom wood storage, stone detailing, and a dedicated tasting area adds another memorable dimension. The spacious primary suite is its own private sanctuary, featuring vaulted ceilings, a sitting area, dedicated workspace, private side patio, and direct access to the waterside deck. The spa-inspired bath continues the connection to the setting with dual vanities, an oversized soaking tub positioned beneath windows overlooking the water, and a generous walk-in shower. Designed with recreation and relaxation in mind, the lower level opens directly to the pool and waterfront beyond. A spacious recreation and game room with a fireplace and custom finishes creates a welcoming gathering space, while two ensuite bedrooms with generous closets and beautiful pool and water views provide comfortable accommodations for family and guests. Outdoors, the property truly comes to life. A series of decks and terraces step toward the shoreline, creating inviting spaces beneath the mature canopy for morning coffee, summer gatherings, or quiet evenings by the water. The waterside swimming pool and expansive surrounding deck become a natural centerpiece, complemented by a separate hot tub tucked into the landscape. At the shoreline, a private pier with multiple slips and boat lifts makes boating, paddling, and spontaneous days on the water part of everyday life. Bayberry Hill offers the exclusivity of a gated waterfront community with water access and tennis/pickleball courts, while remaining conveniently connected to Downtown Annapolis, BWI, major commuting routes, and Washington, D.C. Distinctive in both architecture and setting, this is a waterfront retreat where privacy, nature, and an exceptional lifestyle exist in perfect harmony. Welcome Home!

1304 Saint Pauls Way, Crownsville

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

$1,499,900

6 Beds ⋅ 7 Baths

Experience luxury, privacy, and exceptional versatility in this stunning 8,600+ total finished sq. ft. home in Crownsville, set on 1.3 private acres surrounded by beautiful natural views. Designed with multi-generational living in mind, the home features two spacious primary suites, including a main-level suite and a second-level primary retreat. Enjoy a custom-designed home theater, full second kitchen, wet bar, 3-car garage, new roof, and whole-house backup generator. With expansive living spaces, premium amenities, and a peaceful private setting, this exceptional property offers the perfect blend of luxury, comfort, and functionality.

1178 Gumbottom Rd, Crownsville

Listing courtesy of Invision Realty Inc.. Contact:

$1,550,000

5 Beds ⋅ 5 Baths

Welcome to an extraordinary opportunity to create your dream home on a private 2.86-acre estate-style homesite in Crownsville, perfectly positioned for those seeking privacy and tranquility without sacrificing convenience to Annapolis, Baltimore, Washington, D.C., and Northern Virginia. To be built by Whitehall Building & Co., this exceptional custom residence is designed for luxury, flexibility, and today’s multigenerational lifestyle. Offering five bedrooms and expansive living space, this home is ideal for a large family, extended family, frequent guests, or anyone who simply wants room to spread out. The main level features a stunning open-concept kitchen, dining, and family room, creating an effortless flow for everyday living and entertaining. The gourmet chef’s kitchen showcases quartz countertops, custom cabinetry, stainless steel appliances, and a large center island designed to be the heart of the home. A private main-level ensuite bedroom provides exceptional flexibility for guests, in-laws, an au pair, or multigenerational living, while the dedicated main-level office is perfectly suited for today’s work-from-home lifestyle. Upstairs, the luxurious primary suite offers generous walk-in closets and a spa-inspired bath designed as a private retreat. Three additional bedrooms include a Jack-and-Jill bath between two bedrooms and a private ensuite for the third, along with the convenience of an upper-level laundry room. The lower level expands the possibilities with a large recreation room included and optional flex space, sixth bedroom, full bath, home theater, gym, playroom, wine room, second family room, or whatever best suits your lifestyle. An oversized two-car garage with the option to expand to accommodate up to four vehicles, providing exceptional flexibility for cars, recreational equipment, and storage. Outside, the nearly three-acre homesite offers the privacy and space rarely found this close to Annapolis, with ample room for a resort-style pool, expansive patios, outdoor kitchen, firepit, gardens, or other outdoor living spaces. Surrounded by natural beauty and close to preserved parks and trails, Crownsville offers a peaceful estate setting while remaining exceptionally convenient to the region’s major employment centers, shopping, dining, recreation, and transportation corridors. Enjoy the best of both worlds, the privacy of your own luxury estate and easy access to the Chesapeake Bay, downtown Annapolis, Baltimore, Washington, D.C., and Northern Virginia. This is more than a new construction home, it is an opportunity to build the lifestyle you've been searching for. Private. Sophisticated. Flexible. Timeless.

916 A Woodward Ln, Crownsville

Listing courtesy of EXP Realty, LLC. Contact:

$1,195,000

4 Beds ⋅ 4 Baths

This is the one you have been waiting for! Totally new and renovated from top to bottom this contemporary four levelshouse is your private daily getaway from all the daily hustle and bustle. Located on over two wooded acres but only a few minutes from Annapolis and the Chesapeake Bay, short distance to either Baltimore or DC, it is strategically located. The master bedroom on the main level also features a loft perfect for a home office or studyand accessible only by a spiral staircase. The master bathroom is striking with a soaking tub and a large walk- in shower. The centerpiece of this home is the new large kitchen with a beautiful island overlooking the gorgeous family room with recessed lights and 13 skylights! The new rear deck is one of a kind, just the overall size will be a pleasant surprise, a great place to chill out and enjoy nature or just hang out with friends and neighbors.

1185 Harbor Oak Dr, Crownsville

Listing courtesy of Excel Realty. Contact:

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Above $1 Million Crownsville Real Estate

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