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Land with Home for Sale in Trappe, Maryland

29245 Howell Point Rd, Trappe, MD 21673

$11,000,000
670 acres
Active
ago
Est $54,164/mo

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.

6,000
Sq feet
4
Beds
3
Full baths
2
1/2 baths
1890
Built

Location

Street address
29245 Howell Point Rd
School district
Talbot County Public Schools
Elevation
15 feet
Coordinates
38.6293, -76.0724

Property details

Acreage
670 acres
MLS #
TREND MDTA2012732
Posted

Property taxes

Recent
$3,195

Details and features

Listing

Type
Residential

Exterior

Parking Spaces
3
Parking
Detached Garage
Structures
Storage

Structure

Style
Colonial
Stories
2
Heating
Central
Cooling
Central Air, Geothermal
Materials
Brick Veneer, Cement Siding, Frame, Hardi Plank Type, Stick Built

Interior

Rooms
Bathroom x 5, Bedroom x 4
Features
Bay Front Primary Bedroom, Breakfast Area, Built-Ins, Butlers Pantry, Crown Moldings, Gourmet Kitchen, Island Kitchen, Recessed Lighting, Traditional Floor Plan, Wainscotting, Walk-In Closet(s), Walk-In Shower Bathroom, Wine Storage, Wood Floors

Listing history

DateEventPriceChangeSource
Jan 22, 2026New listing$11,000,000TREND
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This 670-acre property is located at 29245 Howell Point Rd in Trappe, MD 21673. The property is available for sale for $11,000,000. It has a 6,000 sq ft 4 bedroom, 3 bath house built in 1890.

Checked 4 hours ago — Updated

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