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luxury properties with pool for sale Maryland, United States

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Property with pool and garden Easton (United States)

Set on 2.85 waterfront acres with panoramic views of Dixon Creek along the coveted Easton–St. Michaels corridor, this beautifully renovated coastal home offers over 5,000 square feet of light-filled living space with 4+ bedrooms, 5 full baths, and 1 half bath. Originally built in 1964 and thoughtfully transformed, the home blends timeless waterfront appeal with refined coastal style, featuring shiplap accents, hardwood flooring, vaulted beamed ceilings, custom built-ins, and expansive windows showcasing breathtaking water views throughout. Designed for both everyday living and effortless entertaining, the open floor plan includes a gourmet kitchen with top-tier appliances, a waterside breakfast nook, spacious dining area, inviting living room with woodburning fireplace, and a separate billiard room with its own woodburning fireplace. Filled with natural light, the main living spaces flow seamlessly from one room to the next, creating an inviting atmosphere for intimate gatherings. The main-level primary suite serves as a private retreat, complete with luxurious ensuite bath and large walk-in closet. Two separate upper-level wings provide exceptional accommodation for family and guests. One wing offers three bedrooms, served by an ensuite bath and a shared hall bath. The opposite wing features an expansive bonus room with custom built-in bunks, a full bath, and abundant space for recreation, overflow guests, or private guest quarters. Stunning water views and thoughtfully designed built-ins enhance many of the home's living spaces. At the heart of this exceptional waterfront retreat, thoughtfully designed outdoor spaces invite you to embrace the relaxed elegance of Eastern Shore living. Enjoy a screened porch overlooking the water, gunite pool, heated spa, expansive slate patio, outdoor kitchen, arbor-covered sitting area, fire pit, outdoor shower with full bath facilities, and beautifully landscaped grounds. Additional improvements include an attached 2-car garage with generous storage space and a storage shed. The private pier is equipped with a floating dock, two boat lifts, two slips, and approximately 4’ MLW, providing access to Dixon Creek and beyond for boating, fishing, kayaking, and exploring the surrounding waterways. The property is currently operating as a successful vacation rental. Showings during the summer season are limited to turnover days and approved availability. Sellers prefer a November 2026 settlement.

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$3,250,000
5bedrooms
6bathrooms
land 1.2ha

By Ttr Sotheby's International Realty

38
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Property with pool Annapolis (United States)

Welcome to Dreams Landing, one of Annapolis's most desirable water-privileged condominium communities. Offering beautiful views of the Severn River, this charming two-bedroom, one-bath residence combines the tranquility of waterside living with an exceptional collection of community amenities. Move-in ready and thoughtfully updated, the residence features hardwood flooring throughout, an updated kitchen with upgraded countertops, cabinetry, and stainless steel appliances, and a beautifully renovated bathroom with a walk-in shower. The primary bedroom offers comfortable space, while the versatile second bedroom is perfect for guests, a home office, or both. Perched along a hillside overlooking the Severn River, Dreams Landing offers a picturesque setting of the Severn River. At the heart of the community, a sparkling swimming pool is surrounded by two expansive decks with breathtaking, elevated views of the river. These inviting spaces provide the perfect backdrop for relaxing afternoons, entertaining friends, and enjoying the community's cherished social gatherings. Boating enthusiasts will appreciate the community marina, which offers slips for vessels of various sizes and convenient access to the Chesapeake Bay. Additional amenities include a fitness center, a woodworking shop, and a private storage unit included with the residence. Beyond its exceptional amenities, Dreams Landing is known for its welcoming atmosphere and strong sense of community. Whether spending the day on the water, relaxing poolside, or simply watching the boats pass along the Severn River, residents enjoy a lifestyle that captures the very best of Annapolis living. Experience the charm, convenience, and exceptional water privileges of Dreams Landing. Schedule your private showing today!

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$424,900
2bedrooms
1bathroom
land 0ha

By Ttr Sotheby's International Realty

50

Property with pool Sherwood (United States)

Price Improvement! Motivated sellers. Amazing opportunity to be on the water in Talbot County. Waterfront home situated on Back Creek in Sherwood. Conveniently located near St Michaels and Tilghman Island, the property includes views of sunsets over Poplar Island and is located minutes from restaurants, and shopping. Interior features include hickory hardwood floors, custom built-ins, crown molding, and recessed lighting. The kitchen is equipped with stainless steel appliances, a built-in pantry, and granite countertops. The open floor plan incorporates a gas fireplace and a formal dining room. The primary suite has a walk-in shower, soaking tub, and walk-in closet. An attached three-car garage provides additional space with an upstairs bonus game/theatre room. The backyard is built for fun with a swimming pool, an outdoor kitchen with bar area, gas fire features, a hot tub, and a pool house for storage and a half bath. The property also includes a 30x30 pole building with concrete floors, as well as a dock. New septic installed in 2025!

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$949,000
3bedrooms
3bathrooms
land 1.4ha

By Ttr Sotheby's International Realty

36

Property with pool and garden Chevy Chase (United States)

SUBSTANTIAL PRICE REDUCTION... Mid-Century Modern — truly one of a kind. This distinguished 6,200 sq. ft. residence located on a generous corner lot offers a perfectly proportioned layout for refined living and effortless entertaining. The main level welcomes guests with a dramatic foyer beneath 12'6" ceilings, flowing to a formal living room framed by walls of glass that open to sunlit stone terraces and the pool. Host dinners in the elegant dining room overlooking the water, or enjoy casual mornings in the expansive eat-in kitchen and adjoining family room. The tranquil primary suite features expansive closets, a marble en suite bath, and private patio access; two additional bedroom suites offer walk-in closets and luxurious baths. The lower level is an entertainer’s dream, with a large recreation room with wet bar, access to the two-car garage, an auxiliary kitchen, multiple bedroom/flex spaces, full baths, gym/bonus room, laundry, and ample storage. Designed for seamless indoor-outdoor living, doors from the living room, family room, and primary suite open to sweeping stone patios and the pool. Located one block from Rock Creek Park and Meadowbrook Stables and minutes from top-rated schools and commuter routes to Maryland, Virginia, and downtown D.C., this impeccably maintained sanctuary is a rare offering.

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$1,575,000
5bedrooms
6bathrooms
land 0.1ha

By Ttr Sotheby's International Realty

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Property with pool and garden Potomac (United States)

GREAT Opportunity to Build Your Next Home on One of Potomac's Most Iconic Street.

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$1,499,000
4bedrooms
land 1.2ha

By Ttr Sotheby's International Realty

15

Property with pool Mayo (United States)

Build your own piece of the Chesapeake Bay lifestyle in Turkey Point. This lot offers water views across the Chesapeake Bay, South River, and Ramsey Bay, creating a beautiful setting for a future home. Surrounded by water, Turkey Point offers multiple community beach access points, a community pier, and Cloud Field, a large community play and recreation area. Boating, fishing, crabbing, kayaking, paddleboarding, and days along the shoreline are all part of what makes this peninsula such a special place. This lot is being offered for sale with the adjacent lot at 3727 Ramsey Drive, providing the opportunity to own two neighboring parcels and create a larger footprint.

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$225,000
land 0.1ha

By Ttr Sotheby's International Realty

17

Property with pool Mayo (United States)

Build your own piece of the Chesapeake Bay lifestyle in Turkey Point. This lot offers water views across the Chesapeake Bay, South River, and Ramsey Bay, creating a beautiful setting for a future home. Surrounded by water, Turkey Point offers multiple community beach access points, a community pier, and Cloud Field, a large community play and recreation area. Boating, fishing, crabbing, kayaking, paddleboarding, and days along the shoreline are all part of what makes this peninsula such a special place. This lot is being offered for sale with the adjacent lot at 3725 Ramsey Drive.

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$225,000
land 0.1ha

By Ttr Sotheby's International Realty

50
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Property with pool Easton (United States)

Set on 31 private acres along the peaceful waters of Hunting Creek, this exceptional Eastern Shore estate combines timeless architecture with modern sophistication. With over 1,000 feet of waterfront and approximately 6 feet of mean low water, the property offers deep-water access, stunning views, and an unmatched sense of privacy. The five-bedroom, five-and-a-half-bath residence has been completely renovated from top to bottom, showcasing impeccable finishes, custom millwork, and thoughtfully designed spaces throughout. Sunlight pours through large windows that frame panoramic views of the creek and surrounding landscape. The home features two luxurious primary suites, each offering a private retreat with refined finishes, spa-inspired baths, and generous closets. Two additional bedrooms share a beautifully designed ensuite bathroom, while a first-floor bunk room with its own bath provides the perfect space for guests. Outside, the saltwater pool overlooks the water, surrounded by manicured lawns and mature trees that extend to the shoreline. A long, tree-lined driveway creates an impressive approach to the home, setting the tone for the peaceful retreat that awaits. Located just minutes by car to Easton and St. Michaels—and even closer by boat—this Hunting Creek estate captures the very best of the Chesapeake Bay lifestyle: elegance, tranquility, and effortless connection to the water.

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$5,895,000
5bedrooms
6bathrooms
land 12.6ha

By Ttr Sotheby's International Realty

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