29245 Howell Point Rd

Trappe, MD 21673

$11,000,000
Price
4
Beds
6,000 Sq. Ft.
$1,833 / Sq. Ft.
6,000
Sq. Ft.
$1,833
per Sq. Ft.

Description

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...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.
  1. Listed by Jay Phillips • Holiday Real Estate
    P: (410)-726-8631 jphil10425@aol.com

Property Details for 29245 Howell Point Road

Tax ID Number
2103129691
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Detached
Style
Coastal, Colonial
Levels/Stories
2
Waterfront
No
LISTING UPDATED: 01/22/2026 03:00 PM

Property Details for 29245 Howell Point Road

StatusActive
MLS #MDTA2012732
Days on Market3
Taxes$3,195 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Fee Simple
Year Built1890
Lot Size670.00 AC / 29,185,200 SF
CountyTalbot County

Location

Listing Courtesy of Holiday Real Estate
Add your commute

Building Information for 29245 Howell Point Road

Stories2Year Built1890Building Size-Lot Size670.00 AC / 29,185,200 SF

Payment Calculator

$53,878 per month

30 year fixed, 6.15% Interest

Principal and Interest

$53,612

Property Taxes

$266

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 29245 Howell Point Road

Location
Location
  • In City Limits: No
  • School District Name: TALBOT COUNTY PUBLIC SCHOOLS
  • School District County ID: 121138072466
  • SchoolDistrictSource: Listing Agent
  • County: TALBOT
Waterfront / Water Access
Waterfront / Water Access
  • Water View: Yes
  • Water Access: No
  • Water Oriented: No
  • Navigable Water: No
  • Tidal Water: No
  • Riparian Rights Y/N: No
Association / Community Info
Association / Community Info
  • Senior Community: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2025
  • Tax Assessed Value: $349,067
  • Year Assessed: 2025
  • County Tax: $3,195
  • Improvement Assessed Value: $264,700
  • Land Assessed Value: $112,700
  • Clean Green Assessed: No
  • Land Use Code: A
  • Zoning: A1
  • School Tax: $0
  • Automatically Update Tax Values Y/N: Yes
Rooms
Main
  • # Bedrooms Count Main Level: 1
  • # Bathrooms Count Main Level: 3
  • # Bathrooms Full Main Level: 1
  • # Bathrooms Half Main Level: 2
All Upper Levels
  • # Bedrooms Count All Upper Levels: 3
  • # Bathrooms Count All Upper Levels: 2
  • # Bathrooms Full All Upper Levels: 2
Upper Level 1
  • # Bedrooms Count Upper Level: 3
  • # Bathrooms Count Upper Level: 2
  • # Bathrooms Full Upper Level: 2
Rooms
  • Stories: Main, Upper 1
Building Info
Building Info
  • Year Major Reno Remodel: 2025
  • Total Finished SQFT: 6,000.00
  • Total Finished SQFT Source: Estimated
  • Tax Total Finished SQFT: 2,116.00
  • Total SQFT: 6,000.00
  • Total SQFT Source: Estimated
  • Construction Materials: Brick Veneer, Cement Siding, Frame, HardiPlank Type, Stick Built
  • Roof: Metal
  • Ext Main Mid-res: http://bright-media02.prd.brightmls.com/bright/images/0000/8044/6710/5718/804467105718_512_384_WM_cnqAabBzDC1uo6xy.jpg
  • Wall and Ceiling Types: 9'+ Ceilings, Dry Wall, Tray Ceilings, Vaulted Ceilings
  • Flooring Type: Hardwood, Heated
  • Foundation Details: Block, Crawl Space
  • Room and Floor: Bedrooms-Main Level-1, Bathrooms Full-Main Level-1, Bathrooms Half-Main Level-1, Bathrooms Half-Main Level-2, Bedrooms-Upper Level 1-1, Bedrooms-Upper Level 1-2, Bedrooms-Upper Level 1-3, Bathrooms Full-Upper Level 1-1, Bathrooms Full-Upper Level 1-2
  • # Bathrooms Full: 3
  • # Bathrooms Half: 2
  • Other Structure: Above Grade, Below Grade
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Estimated
  • Lot Features: Cleared, Rip-Rapped, Pond, Hunting Available, Fishing Available
  • Location Type: Bayfront
  • Parcel ID: 5297168
Parking
Parking
  • Type Of Parking: Detached Garage
  • Num of Detached Garage Spaces: 3
  • Total Garage Spaces: 3
  • Garage Features: Additional Storage Area, Garage Door Opener, Oversized
Interior Features
Interior Features
  • Interior Features: 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 Closet(s), Wainscotting, Wood Floors, Wine Storage
  • Fireplace: Yes
  • Fireplaces Count: 4
  • Fireplace Features: Brick, Mantel(s), Wood
  • Accessibility Features: 36"+ wide Halls
  • Door Features: Double Entry
Exterior Features
Exterior Features
  • Pool: Yes - Personal
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: Central A/C, Geothermal
  • Cooling Fuel: Geothermal
  • Heating Type: Central
  • Heating Fuel: Geo-thermal
  • Hot Water: Tankless
  • Water Source: Private
  • Sewer Septic: Private Septic Tank
Confidential Data
Listing Office

Property History for 29245 Howell Point Road

DateEvent & SourcePriceAppreciation
Jan 22, 2026

Listed (Active)

BRIGHT #MDTA2012732

$11,000,000—
Jun 29, 2001

Closed (Public Record)

Public Record #76824811

$297,500—
DateEvent & SourcePrice
01/22/2026

Listed (Active)

BRIGHT #MDTA2012732

$11,000,000
06/29/2001

Closed (Public Record)

Public Record #76824811

$297,500

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 29245 Howell Point Road

Taxable ValueLand-Additions-Total-
Tax Record2023$2,501 ($208 / month)
Home Facts
Beds0Baths2Total Finished SqFt2,116 SqFtAbove Grade Finished SqFt2,116 SqFtStories2Lot Size503,554 SqFtStyleMiscellaneous ResidentialYear Built1702ZoningA1CountyTALBOTAPN03-129691Fireplace TypeHas Fireplace

Schools near 29245 Howell Point Road

This home is within Talbot County Public Schools.
Rating
School
Type
Grades
Distance
White Marsh Elementary School
Public - PK to 5
Easton Middle School
Public - 6 to 8
Easton High School
Public - 9 to 12
Rating
School
Distance
White Marsh Elementary School
PublicPK to 5

Easton Middle School
Public6 to 8

Easton High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 29245 Howell Point Road, Trappe, MD 21673

29245 Howell Point Road is a single family home for sale in Trappe, MD 21673. This property was listed for sale on January 22, 2026 by Holiday Real Estate, it's currently listed at $11,000,000. It has been on the market for a total of 3 days and was last sold on June 29, 2001. This listing's school district is Talbot County Public Schools. Nearby schools include White Marsh Elementary School, Easton Middle School and Easton High School. 29245 Howell Point Road is a 4-bed, 5-bath, 6,000 sqft single family home built in 1890.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Holiday Real Estate

© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 01/22/2026 03:00 PM