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$1,495,000 Sale Pending

  • For Sale
  • Pending
  • Single Family
  • 5 Beds
  • 5 Full Baths
  • 1 Partial Bath
  • 4,518 Sq. Ft.
  • 3 Car Garage
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Nestled on a picturesque country setting, this exceptional and thoughtfully designed estate is perfect for both everyday living and entertaining. Featureing a beautifully appointed four-bedroom main residence, a private guest apartment, an inviting outdoor living area, and a spacious pole barn. The heart of the home is the stunning gourmet kitchen, complete with high-end appliances including a Viking range, a wine refrigerator, and an expansive center island with seating. The open design creates a seamless flow into the adjoining living and dining spaces, making it ideal for gatherings of any size. The luxurious main-level primary suite provides a peaceful retreat, while the covered front porch and screened porch offer the perfect places to enjoy the surrounding landscape throughout the seasons.Step outside to discover an extraordinary outdoor oasis featuring an in-ground pool, a charming pool house, and a covered outdoor kitchen and living area designed for effortless entertaining. Whether hosting family and friends or enjoying a quiet evening at home, the outdoor amenities create an unmatched resort-like atmosphere. Guests will appreciate the detached one-bedroom apartment, complete with a kitchenette and a cozy wood-burning stove, providing both privacy and comfort. A large pole barn offers abundant storage space and endless possibilities for hobbies, equipment, or workshop use. New GAF roof on main house, pole barn and garage has a fully transferable 50-year warranty on materials and a 30 year workmanship warranty. Offering an exceptional combination of elegance, functionality, and timeless appeal, this remarkable property presents a rare opportunity to enjoy the very best of Eastern Shore living.

Full Property Details for 4401 Grove Rd

General

  • Price: $1,495,000
  • Taxes: $8,652 (2026)
  • Status: Pending
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDTA2014654
  • Updated: 8/8/2026
  • Added to Site: 22 day(s) ago

Interior

  • Rooms/Areas: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Kitchen, Family Room, Breakfast Room, Loft, Primary Bathroom
  • Interior Features: Attic, Bathroom - Stall Shower, Bathroom - Soaking Tub, Bathroom - Walk-In Shower, Breakfast Area, Built-Ins, Carpet, Ceiling Fan(s), Combination Kitchen/Dining, Entry Level Bedroom, Formal/Separate Dining Room, Kitchen - Eat-In, Kitchen - Gourmet, Kitchen - Island, Kitchen - Table Space, Kitchenette, Pantry, Primary Bath(s), Recessed Lighting, Stove - Wood, Upgraded Countertops, Walk-in Closet(s)
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Appliances: Commercial Range, Dishwasher, Dryer, Extra Refrigerator/Freezer, Microwave, Oven/Range - Gas, Refrigerator, Stainless Steel Appliances, Washer

Rooms

Bathrooms

  • Total Bathrooms: 6
  • Full Bathrooms: 5
  • Half Bathrooms: 1
  • Upper Floor Baths: 3
  • Upper - Full Baths: 3
  • Main Floor Baths: 3
  • Main - Full Baths: 2
  • Main - 1/2 Baths: 1

Bedrooms

  • Total Bedrooms: 5
  • Bedrooms Upper: 4
  • Bedrooms Main & Up: 1

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: In Ground

Exterior

  • Porch/Patio/Deck: Breezeway, Patio(s), Porch(es), Screened, Wrap Around,

Parking

  • Garage: Yes
  • Garage Spaces: 3
  • Total Spaces: 3
  • Parking Features: Asphalt Driveway, Circular Driveway
  • Parking Type: Detached Garage, Driveway
  • Garage Description: Additional Storage Area, Garage Door Opener

Location

  • County: TALBOT
  • Subdivision: TRAPPE
  • Driving Directions: Rt 50, turn onto Sanderstown Rd, turn right on Grove, house on right-hand side.

School Information

  • School District: Talbot County Public Schools

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central A/C, Ceiling Fan(s)
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating Fuel: Electric
  • Water Heater: Electric

Utilities

  • Sewer: Septic Exists
  • Water: Well

Structural Information

  • Architectural Style: Traditional
  • Structure Type: Detached
  • Construction: Frame
  • Foundation: Crawl Space
  • Stories Description: Main, Upper 1, Upper 2
  • Square Feet: 4,518
  • Sq. Ft. Source: Assessor
  • Living Area: 4,518 Sq. Ft.
  • Finished Above Grnd: 4,518 Sq. Ft.
  • Year Built: 1999
  • Year Built Source: Estimated

Additional Structures

  • Other Structures: Cabana/Pool House, Garage(s), Pole Barn

Lot Features

  • Lot Size (Acres): 6.5
  • Lot Size (Sq. Ft.): 283,140
  • Lot Size Source: Estimated
  • Zoning: RESIDENTIAL

Financial Considerations

  • Price Per Sq. Ft.: $330.9
  • Assessment Year: 2026
  • County Tax: $8,652
  • County Tax Freq: Annually
  • Tax w/Assessment: $1,064,600
  • Tax Amount: $8,652
  • Tax Year: 2026
  • Tax Total Finished Sq. Ft.: 4518

Disclosures and Reports

  • Ownership: Fee Simple
  • Lot Number: 13

Listed by Benson & Mangold, LLC, Chuck V Mangold Jr.

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Listing agent

— 4401 Grove Rd —

  • Chuck V Mangold Jr.

    Benson & Mangold, LLC

Listing Office Email: info@bensonandmangold.com

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 4401 Grove Rd

School District:Talbot County Public Schools
NameGradesDistance
White Marsh Elementary School, Trappe, MD
4322 Lovers Lane, Trappe, MD 21673
PK-51.1 mi
Easton Middle School
201 Peachblossom Road, Easton, MD 21601
6-86.4 mi
Easton High School
723 Mecklenburg Avenue, Easton, MD 21601
9-126 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 4401 Grove Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/06/2026
Listed
$1,495,000
117.45%
MLS
7/15/2013
Sold
$687,500
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 4401 Grove Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$6,141
11%
$945,400
14%
2023
$5,525
—
$826,200
17%
2023
$5,525
1%
$707,000
2%
2022
$5,482
12%
$690,400
2%
2020
$4,913
1%
$673,800
3%
2021
$4,873
—
$657,200
1%
2020
$4,867
3%
$652,600
1%
2019
$4,705
5%
$648,000
1%
2018
$4,475
4%
$643,400
—
2017
$4,322
2%
$641,167
—
2016
$4,248
1%
$638,967
—
2015
$4,189
24%
$636,700
—
2014
$3,377
—
$636,700
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by Benson & Mangold, LLC, Chuck V Mangold Jr.

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4401 Grove Road, Trappe, MD 21673 (MLS# MDTA2014654) is a Single Family property with 5 bedrooms, 5 full bathrooms and 1 partial bathroom. 4401 Grove Road is currently listed for $1,495,000 and was received on August 06, 2026. Want to learn more about 4401 Grove Road? Do you have questions about finding other Single Family real estate for sale in Trappe? You can browse all Trappe real estate or contact a Coldwell Banker agent to request more information.

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