Title Page Background

29245 Howell Point Road
Trappe, MD 21673
Jay Phillips with Holiday Real Estate - (410) 524-7700

« Prev
Next »
Currently Displayed Property Photo


Property Details


List Price: $11,000,000
Beds: 4
Baths: Full: 3, ½: 2
Status: Active
SqFt: 6000 Square Feet
Agency: Holiday Real Estate
Agency Phone: (410) 524-7700

Map Details Show Map | Show StreetView




Description/Comments


Lot Size: 670 acre(s)
Garage: Garage - Detached
Property Type: Residential-Other
Year Built: 1890
Notes: Presenting "Middleville" (est. 1880), one of the largest waterfront farm and residential estates currently available in the State of Maryland. Spanning over 662 pristine acres in Talbot County, this once-in-a-lifetime landholding features 1.8 miles of shoreline and a world-class infrastructure for luxury living and elite conservation. The Residences & Amenities: The centerpiece of the Estate is the Tidewater Colonial Main Residence, meticulously renovated in 2025. Blending Coastal Charm with modern luxury, the home features: Gourmet Kitchen, equipped with custom cabinetry and top-tier luxury appliances. Waterfront Great Room, an architectural masterpiece with floor-to-ceiling glass offering expansive views of the Chesapeake Bay. Owner's Wing, a first-floor primary suite featuring dual bathrooms and dual walk-in closets. Refined Finishes: Time-period hardwood flooring throughout, four brick wood-burning fireplaces, and durable HardiePlank siding with a metal roof. Outdoor Living: A tree-lined drive leads to a resort-style grounds featuring a swimming pool, pool house, built-in hot tub, and dedicated pickleball and basketball courts. Estate Infrastructure: 3-car garage, geothermal heating, backup generator, professional hardscaping and multiple barns and storage buildings . Additional Housing: The compound includes three private guest houses and a dedicated caretaker's residence . The Land & Conservation: Comprised of five distinct parcels, the acreage is a diverse blend of productive agriculture and natural sanctuary. Acreage Breakdown: 390+/- acres of fertile, income-producing cropland and 175+/- acres of mature forest. Waterfowl & Wildlife: A premier destination for sportsmen, the property includes a 7+ acre stocked fishpond/waterfowl holding and six well-fed, water-controlled waterfowl impoundments designed for quality game management. Shoreline & Pier: Over 1,200 feet of shoreline revetment protects the coast. The private pier is equipped with two boat lifts and additional mooring capacity. Middleville is a "turn-key" legacy estate on Maryland's Eastern Shore, offering a rare fusion of historic significance, 2025 modern luxury, and vast natural resources. In an era where land is the ultimate luxury, this is a unique opportunity to secure one of the region's most significant holdings.
MlsNumber: --
ListingId: MDTA2012732


Listing Provided By: Holiday Real Estate
Phone: (800) 638-2102
Office Phone: (410) 524-7700
Agent Name: Jay Phillips
Disclaimer: Copyright © 2026 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.


Local Real Estate Expert

Real Estate Expert Photo for Tom Boeshore
Tom Boeshore
ASCIIBerkshire Hathaway Home Services Home Sale Realty
Call Today!: (410) 739-4071
Office: (443) 589-8080

Sign up to be a advertiser!
Apply to be the Exclusive Mortgage Expert in your Region... Learn More!

Sign up to be a advertiser!
Apply to be the Exclusive Real Estate Expert in your Region... Learn More!

USHUD.com on the Go!

Foreclosure Mobile App
Ushud Foreclosure iPhone App
Ushud Foreclosure Android App