27189 Island Creek ROAD

Trappe MD, 21673


$1,025.68 per sqft


11 Beds

17 Baths

14,137 sqft


Built in 2009

Magnificently resplendent, captivating, and wholly irreplaceable, Cecilia’s Point is an offering unlike any other. Situated on the Chlora's Point peninsula along Maryland’s glamorous Eastern Shore, the estate boasts 3000 feet of protected shoreline and spans 117 acres. It serves as a serene contrast to urban living, affording an authentic getaway to a place of sculpted grounds and open expanses, permeated only by the gentle sounds of the Choptank River. A long, meandering driveway winds through a verdant canopy of trees, a bubbling pond and white picket fences before skimming alongside the shoreline and concluding. The motor court, with its lighted entry pillars, comprises herringbone brick pavers and presents a regal introduction to the majestic estate. Distinctly coastal yet ornate in detail, slate shingles and striped awnings meet Corinthian columns in an old-world fashion reminiscent of the most exclusive private clubs and finest inns. An upper-level terrace spans the main residence’s entire width, creating an intimate loggia underneath, bathed in the glow of the sun, old-world lanterns and magnificent sunsets. Through arched glass and mahogany double doors, the greeting hall is artfully luxurious with its checkered marble floor, sweeping wrought iron staircase, and intricate millwork. A groin vault ceilinged gallery immediately ahead extends the depth of the home. The paneled game room is a byword for quiet sophistication, warmly lit, and composed of multiple intimate game and seating areas. The kitchen, with its wooden beam ceiling, blends such traditional touches with exacting craftsmanship and more modern conveniences such as a full suite of SubZero, Wolf, and Miele appliances. At the end of the main gallery and centered on the main level is the spectacular great room. Ceiling trusses gracefully merge into the coffered ceiling above the double-height space, an etherealness accentuated by stained glass windows and panoramic water views. The four bedrooms are each up to par with the world’s leading hotel suites and finished with a distinct old-world theme. Chief amongst them is the upper-level primary suite. Uninterrupted views over the rear lawns and water from the private terrace couple with twin dressing rooms, spa bathrooms, and a massage room to constitute a hidden home within a home. A sumptuous media room, home office, fitness center, and private elevator complete the main home. An airy breezeway connects to the self-sufficient guest house. A large SubZero-Wolf kitchen, full laundry facilities, and five additional bedroom suites offer ample accommodation. A carriage house includes two additional bedroom suites. The garages can accommodate 10 vehicles. Yet, the amenities against this stunning natural backdrop are what truly sets Cecilia’s Point apart. Pickleball courts, a heated saltwater pool and hot tub with accompanying cabana, outdoor kitchen, fire pit, miles of trails, a deepwater dock with both boat and jet ski lifts, putting green, and a sandy beach all alongside glorious westerly sunset views of the Choptank River will likely never be replicated. The feel of the cabana is total relaxation with boat bar, two TV's and a full bathroom surrounded by magnificent water views that is spectacular. The estate is located near charming Downtown Easton and all of its entertainment, but feels like an entirely separate world. Unquestionably one of Maryland’s most hidden gems, Cecilia’s Point is an estate to last generations.



December 4, 2023



27189 Island Creek ROAD
Trappe MD, 21673

Interior Features

Total Stories



11 Beds


17 Baths

Interior Features

Elevator, Kitchen Island, Bar, Pantry, Walk-In Closet(s)


Dishwasher, Disposal, Dryer, Refrigerator, Freezer, Ice Maker, Microwave, Oven, Gas Oven, Gas Range, Cooktop, Washer, Electric Water Heater, Range

Floor Description

Wood, Hardwood





Cooling Description

Central Air



Heating Description

Forced Air, Zoned, Geothermal, Exhaust Fan

Exterior/Building Features

Lot Size

117.65 acres

Exterior Features

Balcony, Barbecue, Patio, Porch, Outbuilding

Lot Features


Architectual Style


School Information

School District


Other Property Details



Tax Frequency


Days on Market




Garage Spaces



Garage Door Opener, Attached, Detached

Parking Total




View Description

River, Water, Panoramic



Water Source




Pool Features

Gunite, In Ground



Buyer Agency Compensation


Listed by Bradley Kappel with TTR Sotheby's International Realty
Listing Contact: 4102799476 

The IDX display contains information sourced from the Bright MLS, Inc. as of 12/4/2023. This data is intended solely for personal, non-commercial use and is not to be utilized for any other purposes except to identify potential properties for purchase. Although the MLS data displayed is typically considered reliable, it is not guaranteed to be accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and are advised to conduct their own investigations or seek professional assistance. Other sources besides the Listing Agent may have contributed to the MLS data presented. Unless expressly specified in writing, the Broker/Agent has not confirmed any information obtained from external sources. The Broker/Agent may or may not have acted as the Listing and/or Selling Agent and cannot guarantee the accuracy of property locations displayed on any map. Any compensation offers are solely made to participants of the MLS where the listing is registered.

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Data last updated on 12/4/2023 at 8:51 PM UTC

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