Browse All Crownsville MD Properties with Pool for Sale

Set within the gated waterfront enclave of Bayberry Hill, this distinctive waterfront residence with waterside pool offers an exceptional combination of architectural character, wooded privacy, and sweeping water views. Tucked beneath a mature tree canopy, the property feels wonderfully secluded while opening dramatically toward the water, creating a peaceful retreat designed around the Annapolis waterfront lifestyle. A picturesque approach leads through lush landscaping, pond with water feature and across a charming footbridge to the inviting entrance. Inside, soaring wood-clad ceilings, skylights, expansive windows, and impressive stonework create a warm, contemporary aesthetic. The dramatic great room is anchored by a striking floor-to-ceiling stone fireplace, while walls of glass throughout the home bring the surrounding natural beauty indoors. Multiple living spaces offer exceptional versatility for everyday living and entertaining. A glass-enclosed waterside family room adjacent to the gourmet kitchen captures beautiful views and opens to the expansive deck, creating a seamless connection between indoors and out. A beautifully designed wine cellar with custom wood storage, stone accents, and a tasting area adds another distinctive element. The spacious primary suite is a private retreat with vaulted ceilings, a sitting area, dedicated workspace, private side patio and access to the waterside deck. The spa-inspired bath features dual vanities, an oversized soaking tub positioned beneath windows overlooking the water, and a large walk-in shower. The lower level is designed for entertaining with a spacious recreation and game room featuring a fireplace, custom finishes, and sliding doors opening directly to the poolside deck and hot tub. Two bedrooms with ensuite baths, large closets and spectacular pool and water views create an ideal getaway for family or guests. Outside, a series of decks and terraces cascade toward the shoreline, offering multiple places to relax and take in the views. The waterside swimming pool is surrounded by a generous deck beneath the mature trees, while a separate hot tub provides another peaceful vantage point. At the shoreline, a private pier with multiple slips and boat lifts provides effortless access for boating, paddling, and days on the water. Bayberry Hill offers the privacy of a gated waterfront community with water access and tennis/pickleball courts, all within convenient reach of Downtown Annapolis, BWI, major commuting routes, and Washington, D.C. A truly distinctive waterfront retreat where architecture, privacy, and the natural landscape come together beautifully. Welcome Home!

1304 Saint Pauls Way, Crownsville

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

$1,195,000

5 Beds ⋅ 5 Baths

Welcome to 778 Snodgrass Road, a truly one-of-a-kind Crownsville retreat where nearly a century of history meets thoughtful design, modern luxury, and exceptional privacy. Tucked away on a quiet dead-end street in historic Herald Harbor, the story of this home began around 1930, when what is now the lower level reportedly served as a speakeasy. The main level was added in 1998, followed by the second floor and detached garage in 2008, creating the distinctive residence you see today. Beginning in 2020, the current owners undertook extensive improvements throughout the property, blending its unique history and character with the comfort and functionality of modern living. Today, the home offers more than 4,400 square feet with 5 bedrooms and 4.5 baths, two dedicated home offices, a playroom/library, and a finished lower level with a private guest suite. Generous living spaces, designer finishes, custom lighting, and a wood-burning fireplace make the home equally suited for everyday life, working from home, hosting overnight guests, or entertaining on a larger scale. At the heart of the home is a fully reimagined kitchen completed in 2021 and designed for both daily living and entertaining. Thoughtful updates throughout the home complement its character while creating a comfortable, turnkey living experience. Outside, the property feels like a private resort. Professionally designed grounds surround a heated saltwater pool with automatic cover, custom pergola, outdoor fireplace, multiple patios, expansive covered porch, and integrated landscape lighting. The detached three-car garage provides plenty of room for vehicles, storage, a home gym, or hobbies, while mature trees and protected woods create a remarkable sense of seclusion. The setting may be the home's greatest luxury. More than three-quarters of an acre across two parcels and eleven lots backs directly to protected Crownsville Conservancy property and Valentine Creek, with access to miles of wooded natural surroundings right from the backyard. During the clearer months, enjoy peaceful winter water views, while the waterfront itself is just a short stroll away. It is a rare combination of privacy, nature, and the laid-back waterfront character that has made Herald Harbor special for generations. The home has also benefited from substantial structural, mechanical, and cosmetic improvements, including Hardie Plank siding, the renovated kitchen, updated HVAC systems, upgraded 600-amp electrical service with a Level 2 EV charger, and a brand-new roof and newly paved driveway in 2026, along with numerous additional improvements throughout. Rich in history, surrounded by nature, and extensively updated for modern living, 778 Snodgrass Road offers something increasingly difficult to find: space, privacy, character, resort-style amenities, and a connection to the natural beauty and history of Herald Harbor, all in one remarkable property.

778 Snodgrass Rd, Crownsville

Listing courtesy of Next Step Realty, LLC.. Contact: 4439012200

$659,900

4 Beds ⋅ 4 Baths

Buyers got cold feet before inspections, their loss can be your gain! This beautiful colonial in the water-oriented Sunrise Beach community offers the lifestyle you’ve been looking for. Spend weekends relaxing by the in-ground pool or unwinding in the sunroom with views of the pool. When you’re ready to explore, take a short walk to the community’s Severn River access and enjoy all that Sunrise Beach has to offer. Inside, the home features a recently updated kitchen with stainless steel appliances, quartz countertops, and white cabinetry. Brazilian cherry wood floors shine throughout the main and upper levels and pair beautifully with the stone fireplace in the living room. Upstairs, the primary suite includes dual walk-in closets and a private en-suite bath. The lower level offers an additional bedroom with generous closet space, a full bath with a charming claw-foot tub, and a separate laundry room. Just off the kitchen, a flexible bonus space can serve as a mudroom or home office.Recent updates include a complete water filtration system (2024), recessed lighting, an updated kitchen and appliances (2021), new pool tile (2026), and a new grinder and pump for the lower-level bath (2023).

1023 Tudor Dr, Crownsville

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$2,349,999

6 Beds ⋅ 6 Baths

Some Places Witness History. Others Become Part of It. Tucked away on one of Maryland's most historic corridors, 1116 & 1118 Gumbottom Road encompasses nearly 45 acres of history, legend, and possibility. Once a farm and steeped in local lore with ties to Maryland's colonial and Revolutionary-era heritage, this is more than a home—it's a rare opportunity to become part of the American story. Set on a quiet no-through road, the property includes approximately 40 acres plus a separate 5-acre parcel with a 1997 perc test on file (county approval required; buyers to verify). Whether envisioned as a private estate, equestrian retreat, homestead/hobby farm, or multi-generational compound, the possibilities are as expansive as the landscape itself. Rolling pastures, mature trees, ATV trails, and multiple outbuildings—including a barn and former horse corral—create a setting that feels worlds away, yet remains convenient to Annapolis, Baltimore, Washington, D.C., golf courses, marinas, dining, and shopping. The thoughtfully updated farmhouse blends modern comfort with timeless character. Recent improvements include updates to the roof, barn, electrical and plumbing systems, flooring, paint, and bathrooms, preserving the home's charm while making it move-in ready. Inside, six bedrooms and six bathrooms offer exceptional flexibility. The heart of the home is a welcoming kitchen with quartz countertops that opens to a warm family room with exposed beams and a fireplace. A formal dining room, sun-filled office/parlor overlooking magnolia trees, and a main-level primary suite with private entrance, ensuite bath, and sweeping pasture views complete the first floor. Upstairs, three additional bedrooms include a private ensuite and two connected by a charming secret passageway, along with a beautifully renovated full bath. The lower level features a spacious recreation room, workshop, half bath, and direct access to the three-car garage. Outdoors, the lifestyle opportunities are endless. Explore wooded trails, gather around the secluded campsite and fire pit, practice your golf swing, relax by the pool, or simply enjoy the peace and privacy of your own historic countryside retreat. Conveniently located near golf courses, dining, shopping, and boating, this is more than a home—it’s a rare opportunity to enjoy a turnkey property with room to grow. Sale includes the 5-acre parcel known as 1118 Gumbottom Rd.(a previous perc was done in 1997).*Per the county, buyers must verify independently. Agents please see remarks. Rarely does a property offer this combination of acreage, character, history, and future potential. More than a home, this is a legacy property—one that has witnessed generations of Maryland history and is ready for its next chapter.

1116 Gumbottom Rd, Crownsville

Listing courtesy of Engel & Volkers Annapolis. Contact: (443) 292-6767

$530,000

4 Beds ⋅ 3 Baths

Welcome to a newly beautifully renovated 4 bedrroooms and 3 full baths home in a popular water priviledge community. Walk or short drive to five beach Arden on the Severn community. Please walk in a high ceiling foyerand take a few steps up to an airy, sunny and modern living space. This floor has a large master bedroom with modern accessories and a gallery of closets. Second bedroom also has a huge closet and is next to the newly renovated hallbath with tub, ceramic tiles surrounding and a ceramic soap built-in.The linen closet is in the hallway. The kitchen is opened to a large country kitchen/dining/family room, all possibilites at your option.All appliances are new. The two set of patio doors are opened to a large L-shaped deck.The living room is also in an L-shaped with the dining/family room. From this room, the 2 sets of glass door is opwned to a huge deck. The deck is overlooking the fenced-in yard which is fenced in. The deck has stairway to walk down to the flat-fenced yard. From the foyer , please, walk down to the spacious and cozy lower level; you will find 2 additional bedrooms and a huge bathroom with glass shelves, ceramic surrounding showwer room.The huge recreational room has a wood fireplace with wide brick raised hearth and a long mantel. You will also see the utilities/ laundry room that have built-in shelves and closet. Walk across this huge rec. room, from the new glass patio door you can walk out to same level backyard. Under the deck, you have room for outdoor storage:bikes, landscapping tools, outdoor furnitures...you named it! The shed is more than a shed: large and semi finished for more storage if needed. The pool and pool deck can be a continuing entertaining feature to your guests after the beaches. Pool and deck is conveyed as-is or removed. EZ access to main arteries, parks,beaches, shopping. The closed roads limit traffic and promote tranquility, yet you have ez access to a popular water privileged community. The brick BBQ will add more fun to your guests picnic or bonfire. The house is freshly painted with the Evening Shadow grey of Sherman Williams paint, all bathrooms are tiled and have built-in soap/shampoo holders. All in neutral tones! Electricity is served by BGE , heating is Oil. Helpful Information : Arden Community Association if you want to join and be active in a family orients community with a rich of events, at your option. Townhall: 1020 Omar drive, Beach 1 1018 Shore End Dr. Beach 2: End of Pullen Drive Beach 4: 802 Valentine View Beach 5 1170 Oak View Dri Beach 3: no address

1079 Omar Dr, Crownsville

Listing courtesy of XRealty.NET LLC. Contact:

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