Save
Ask
Tour
Hide
Share
$11,000,000
New Listing

29245 HOWELL POINT ROAD
TRAPPE, MD 21673

For Sale|Single Family Residence|Active
4
Beds
5
Total Baths
3
Full Baths
2
Partial Baths
6,000
SqFt
$1,833
/SqFt
1890
Built
County:
TALBOT
Listing courtesy of Holiday Real Estate

Due to the health concerns created by Coronavirus we are offering personal 1-1 online video walkthough tours where possible.

Call Now: 717-584-9527
Is this the listing for you? We can help make it yours.
717-584-9527
29245 HOWELL POINT ROAD29245 HOWELL POINT ROAD29245 HOWELL POINT ROAD29245 HOWELL POINT ROAD
Save
Ask
Tour
Hide
Share

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.

Save
Ask
Tour
Hide
Share
Listing Snapshot
Price 
$11,000,000
Days On Site 
0 Days
Bedrooms 
4
Inside Area (SqFt) 
6,000 sqft
Total Baths 
5
Full Baths 
3
Partial Baths 
2
Lot Size 
670 Acres
Year Built 
1890
MLS® Number 
MDTA2012732
Status 
Active
Property Tax 
$3,195
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Estimated
Friends & Family
Recent Activity
17 hours agoListing first seen on site
17 hours agoListing updated with changes from the MLS®
General Features
Acres 
670
Foundation 
Block
Garage 
Yes
Garage Spaces 
3
Levels 
Two
Parking 
OversizedGarage Door OpenerGarageDetached
Parking Spaces 
3
Property Sub Type 
Single Family Residence
Sewer 
Septic Tank
Special Circumstances 
Standard
SqFt Above 
6000
SqFt Total 
6000
Style 
CoastalColonial
Water Source 
Private
Zoning 
A1
Interior Features
Appliances 
Tankless Water Heater
Basement 
Crawl Space
Cooling 
Central AirGeothermal
Fireplace 
Yes
Fireplace Features 
MasonryWood Burning
Fireplaces 
4
Flooring 
WoodHardwood
Heating 
GeothermalCentral
Interior 
Kitchen IslandRecessed LightingWalk-In Closet(s)Vaulted Ceiling(s)High CeilingsTray Ceiling(s)Built-in FeaturesCrown MoldingPantry
Main Level Bedrooms 
1
Save
Ask
Tour
Hide
Share
Exterior Features
Construction Details 
Brick VeneerCement SidingFrameHardiPlank Type
Frontage 
Bay/Harbor
Lot Features 
Cleared
Pool Features 
Private
Private Pool 
Yes
Roof 
Metal
View 
WaterBay
Waterfront Features 
Pond
Waterview 
WaterBay
Community Features
Accessibility Features 
Accessible Hallway(s)
School District 
TALBOT COUNTY PUBLIC SCHOOLS
Schools
School District
TALBOT COUNTY PUBLIC SCHOOLS
Elementary School
Unknown
Middle School
Unknown
High School
Unknown
Listing courtesy of Holiday Real Estate



The real estate listing information is provided by Bright MLS is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale or lease referenced on this web site comes from the Internet Data Exchange (IDX) program of the Bright MLS. This web site references real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. The accuracy of all information is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. Properties in listings may have been sold or may no longer be available. The data contained herein is copyrighted by Bright MLS and is protected by all applicable copyright laws. Any unauthorized collection or dissemination of this information is in violation of copyright laws and is strictly prohibited. Copyright © 2020 Bright MLS. All rights reserved.

Neighborhood & Commute
Source: Walkscore
Save
Ask
Tour
Hide
Share