MLS Number MDTA135128

• Single Family
• Address 5733 Pecks Point Rd
• Bathroom 11
• Bedrooms 9
• Square Feet 9966

One of the finest estates ever offered on the Eastern Shore, Tred Avon Manor offers the very best of classic Eastern Shore Living. The park like grounds consist of 16 + acres on a southerly facing peninsula lot with deep water, and up to 1,200 +/- ft of protected shoreline on the Tred Avon River. Improvements to the main parcel include a 9000 +/- square foot manor house that is a stunning example of modern construction while utilizing the very best of classic architecture. Features include living spaces suitable for both formal and casual living. There is a well-equipped chef~s kitchen with commercial appliances, and a full butler~s pantry. The gorgeous master suite has double walk in closets, fireplace, and a private office. The dining room is generously sized, and opens into the sunroom for entertaining. Other improvements include a proper, full size, 3 bedroom guest residence, large pool with pool house, pier with deep water slips, and even a heated in ground duck blind for waterfowl hunting. Additional, contiguous waterfront home available to the buyer of the main residence that includes a well maintained home, pier and waterside pool.

Listed by Benson & Mangold, LLC

MLS Number 1008342688

• Commercial Five Or More Units
• Address 6670 Cedar Cove Rd
• Year Built 1994
• Acreage 16.28

Unique opportunity to purchase this Scenic Waterfront property. Situated on 16.28 acres, close to St. Michaels and Easton. Property has a total of 7 buildings, pool and tennis courts and one of the shores longest piers. Main building has 26 bedrooms each with a private bath. Billiards/Game room, Conference room. Large dining room and commercial kitchen. Easy commute to D.C and Baltimore.

Listed by Benson & Mangold, LLC

MLS Number MDTA100076

• Single Family
• LocationType River
• Address 6670 Cedar Cove Rd
• Bathroom 29
• Bedrooms 25

Distinctive 16.28+/- acre waterfront property located on the beautiful Eastern Shore of Maryland. Osprey Point Retreat and Conference Center offers 7 buildings, including the main 20,000 s.f. +/- lodge with expansive lobby, large conference hall, 25 bedrooms with ensuite bathrooms, dining hall, commercial kitchen, and lounge/billiard room. Full fitness center and activity room on property. Outdoor activities abound with tennis courts, pool and cabana, private dock with boat landing area, and a boat basin with swimming area. This serene retreat is surrounded by the historic towns of St. Michaels, Oxford and Easton. Convenient to the Easton Airport and an easy commute from Washington, DC, Baltimore and Philadelphia. Possibilities abound for potential use as a corporate, university or wedding retreat or a fabulous family compound.

Listed by Darlene C Wheatley and Chuck Mangold of Benson & Mangold, LLC

MLS Number MDTA134864

• Single Family
• LocationType River
• Address 24710 New Post Rd
• Bathroom 6
• Bedrooms 4

Custom-built waterfront estate located within 2 miles of historic St Michaels situated on 2+/- acres brings together the needs of the most discerning of buyers. The house enjoys an unusually generous elevation that gives way to breathtaking vistas over Miles River to the Eastern bay & beyond. Well-manicured, lush grounds, custom millwork, separate guest quarters above garage.

Listed by Chuck Mangold of Benson & Mangold, LLC

MLS Number MDTA135202

• Single Family
• Address 4560 Roslyn Farm Rd
• Bathroom 6
• Bedrooms 4
• Square Feet 5718

Main House - Sensational! That is the word to describe this completely private 16+ acre peninsula waterfront estate with over 2000' of shoreline on Island Creek. Providing the ultimate Eastern Shore living and entertaining experience, the completely renovated home offers the finest details and finishes, a phenomenal floor plan and 3 full floors of living space with beautiful serene water views. Boasts formal living and dining rooms with fireplaces, expansive top notch kitchen, family room with vaulted ceilings and fireplace, and a main level master suite with fireplace and luxurious bath. Fabulous finished lower level offers another kitchen dining room, family room, billiard/rec room and more. Exquisite outdoor living with 4 decks, 2 patios, a waterside lap pool with covered pergola, private pier with 2 lifts, 5' +/- MLW, rip rap, and a pond. Separate studio, 2 car attached garage with bonus room above, 2-car detached garage, and 1000+sf barn with electric. Crab House - Picturesque Cape Cod-style waterfront home situated on 18.26 +/- acres along beautiful Island Creek. Recently renovated home features an open floor plan, hardwood floors, ~great room with a vaulted beamed ceiling and wood burning fireplace, kitchen with stainless steel appliances and island with breakfast bar, loft, and charming bunk room with vaulted ceiling and water view. Waterside deck is perfect for your outdoor entertaining. Private pier, 3~ +/- MLW, 1545~ +/- water frontage, rip-rap and outbuilding.

Listed by Chuck Mangold of Benson & Mangold, LLC

MLS Number MDQA136972

• Single Family
• LocationType River
• Address 205 Fantasy Ln
• Bathroom 8
• Bedrooms 6

Exceptional 21 +/- acre waterfront estate with stunning views of Cox Creek to Eastern Bay. Meticulously renovated in 2003, this light and airy home offers panoramic water views, great flow for entertaining, chef~s kitchen with all the bells and whistles, and 1st floor master suite. Shore living at its best with in-ground pool, hot tub, private pier, beach, rip-rap, and 733 +/- feet of shoreline.

Listed by Chuck Mangold of Benson & Mangold, LLC

Listing Number X72452719

• Non-MLS Residential
• Bathroom 3
• Bedrooms 3
• Acreage 9
• Square Feet 4953

Classic and private Eastern Shore waterfront estate on serene San Domingo Creek in historic St. Michaels. Situated on a lovely 9 acre property with a gated, tree-lined entry, the main 3 bedroom, 3 bath home offers broad water views, an open floor plan, stunning living room with 3 walls of windows overlooking the water, large updated kitchen with family room, formal dining room, and a main level master suite. Guests will delight in the guest cottage or the guest suite attached to the 3-bay garage. Superior outdoor space with expansive patios, extensive gardens, in-ground pool, and a deep water dock. 

Listed by Chuck Mangold of Chuck Mangold

MLS Number MDTA100022

• Single Family
• LocationType Creek/Stream
• Address 28157 Harleigh Ln
• Bathroom 6
• Bedrooms 4

Stunning Trippe Creek waterfront property located in a gated community off the desirable Oxford corridor. Quality abounds in this renovated one-level home including Pella windows and doors throughout, 3 gas log fireplaces, handsome millwork, pegged oak floors, and custom artist commissioned stained glass. Grand living space with the heart of the home in the spacious eat-in Chef~s kitchen overlooking the water, stunning formal living and dining rooms with water views, light filled waterside sunroom, and fabulous river room boasting gas fireplace with stacked stone hearth, vaulted and beamed ceiling, and wall of built-in book cases. Spacious master suite with his and hers bathrooms, 2 walk-in closets and access to waterside private patio, plus 3 additional bedrooms, including one with ensuite bath. Enjoy a gorgeous in-ground pool with 2 pergolas, gazebo, and patio. Deep water pier with 4 slips, 7~ +/- MLW and electric, 494' +/- waterfrontage and rip-rap. 2-car attached garage with 2nd floor storage rooms. All of this and more!

Listed by Chuck Mangold of Benson & Mangold, LLC

MLS Number 1003265427

• Single Family
• LocationType River
• Bathroom 9
• Bedrooms 10
• Square Feet 7898

Beauvoir is an historically significant waterfront estate beautifully situated on 6+ acres on the north bank of La Trappe Creek with 1,489+/- of shoreline. Classic long tree-lined driveway, stunning broad water views and southern exposure. Elegantly casual period home with 2 wings and a separate guest house, ensuring entertaining space or privacy for all. The ultimate in Eastern Shore living!

Listed by Chuck Mangold of Benson & Mangold, LLC