29245 Howell Point Road
Trappe, MD, 21673 $ 11,000,000
Bedrooms4 Baths3.2 Sq 6,000 Monthly Estimate*
$ 67,729
for $11,000,000 with 4 bedrooms and 3 full baths, 2 half baths. This 6,000 square foot home was built in 1890 on a lot size of 670.
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. Owners 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 caretakers 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 Marylands 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.
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FeaturesGeneralLiving Area 6000
Sewer Private Septic Tank
Heating Central
Cooling Central A/C Geothermal
Possession Immediate
Roof Metal
Zoning A1
Garage Spaces 3.00
Architectural Style Coastal Colonial
Construction Materials Brick Veneer Cement Siding Frame HardiPlank Type Stick Built
School District TALBOT COUNTY PUBLIC SCHOOLS
Year Built 1890
View Bay Water
Levels 2
Tax Year 2025
Ownership Fee Simple
Cool Fuel Geothermal
Accessibility 36 + wide Halls
County TALBOT
New Construction N
Property Type Residential
HOA N
Subdivision Name NONE AVAILABLE
Garage Y/N Y
Water Access Y/N N
Other Structures Above Grade Below Grade
Full Baths 3
Status ACTIVE
Directions Rt 50 East bound. Right on Howell Point ..property on right at gate. Middleville Farms
City TRAPPE
Senior Community Y/N N
Lot Size Units Square Feet
Lot Size Square Feet 29185200.00
Tax Annual Amount 3195.0
Property Condition Excellent
Structure Type Detached
Condo/Coop Association fee Y/N N
Bathrooms Full Main Level 1
Bathrooms Count Main Level 3.00
Price Per Sq Ft Total AG 1833.33
Vacation Rental Y/N N
Location Type Bayfront
Standard Status Active
Year Built Source Estimated
Legal Subdivision *
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InteriorInterior Amenities Bathroom - Walk-In Shower Breakfast Area Built-Ins Butlers Pantry Crown Moldings Floor Plan - Traditional Kitchen - Gourmet Kitchen - Island Primary Bedroom - Bay Front Recessed Lighting Walk-in Clos
Heating Fuel Geo-thermal
Flooring Hardwood Heated
Total Fireplaces 4
Fireplace Features Brick Mantel(s) Wood
Hot Water Tankless
Basement (Y/N) N
Heating Y/N Y
Fireplace Y/N Y
Above Grade Finished Area 6000
Half Baths 2
Central Air Y/N Y
Total Bedrooms 4
Below Grade Finished Area 0
Main Level Bedrooms 1
Below Grade Finished Area Unit Type Square Feet
Below Grade Finished Area Source Assessor
Above Grade Finished Area Source Estimated
Above Grade Finished Area Unit Type Square Feet
Total Baths 5
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ExteriorPool Yes - Personal
Lot Features Cleared Rip-Rapped Pond Hunting Available Fishing Available
Water Source Private
Garage Features Additional Storage Area Garage Door Opener Oversized
Type of Parking Detached Garage
Foundation Details Block Crawl Space
Water View Y/N Y
Lot Size Acres 670.00
Lot Size Source Estimated
Waterfront Y/N N
Door Features Double Entry
Land Assessed Value 112700.00
Navigable Water Y/N N
Water Oriented Y/N N
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* Excluded FeaturesList ByHoliday Real EstateBroker
Affordability Calculator
- Monthly Principal & Interest
- $67,729
- Monthly Property Taxes
- $266
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Trappe, MD
Average List Price $1,226,561
Percent of Sale Price 89%
About Trappe, MD 993 Population
-11% Since 2002
$ 59,954 Median Income
41.37 Median Age
35% Households with Children
Trends Information provided by ATTOM Data Solutions.
3533924 Elementary School
3534231 Middle School
Unknown High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 1/22/2026 | $11,000,000 | | Listed Price |