Recently Viewed Properties
See This Home
Save This Listing
Close

$758,000

  • Sold
  • Closed
  • Single Family
  • 5 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 3,817 Sq. Ft.
  • 8 Car Garage
See This Home
Save This Home
See This Home
Save This Home
Welcome to your dream home on Taylors Island, perfectly situated on the serene Slaughters Creek! This stunning five-bedroom, four-bathroom residence boasts over 3,800 square feet of thoughtfully designed living space, offering both luxury and comfort As you enter, you'll find a main-level bedroom that overlooks the tranquil water, featuring a jetted soaking tub and a separate shower, complemented by his and hers closets for ample storage. The convenient laundry area is also located on this level, making daily routines seamless The heart of the home is the expansive chef's kitchen, designed for culinary enthusiasts. It includes an eat-in kitchen area, a gas stove with a pasta faucet, and plenty of counter space for meal prep. The open living area, complete with a cozy gas fireplace, creates an inviting atmosphere for family gatherings and entertaining guests Venture upstairs to discover four additional bedrooms, each offering its own unique charm. Enjoy the outdoors from two spacious exterior sitting decks, perfect for morning coffee or evening sunsets. An exterior shower adds convenience for those coming in from outdoor adventures This property also features an attached garage, an enclosed hot tub for relaxation, and a large detached shed for extra storage. Set on 2.2 acres, you'll have plenty of space to enjoy a lounge fire pit area, ideal for cozy gatherings under the stars. Plus, with 100 feet of pier access to the water, you'll have endless opportunities for boating, fishing, and enjoying the natural beauty of your surroundings. Owned solar panels are installed on the backside of the home. The custom outdoor shed is new and has working electric installed. Don't miss the chance to make this exceptional waterfront home your own! Experience the perfect blend of luxury, comfort, and outdoor living on Taylors Island. Enjoy the BEST crabcakes in Maryland!!

Full Property Details for 4404 Pine Top Rd

General

  • Sold For: $758,000
  • Taxes: $8,487 (2024)
  • Status: Closed
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDDO2008754
  • Added to Site: 367 day(s) ago

Interior

  • Fireplace: Yes
  • Number of Fireplaces: 1

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Upper Floor Baths: 2
  • Upper - Full Baths: 2
  • Main Floor Baths: 2
  • Main - Full Baths: 1
  • Main - 1/2 Baths: 1

Bedrooms

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

Exterior

  • Exterior Features: Hot Tub, Outside Shower, BBQ Grill

Parking

  • Garage: Yes
  • Garage Spaces: 8
  • Total Spaces: 8
  • Parking Type: Detached Garage, Driveway, Attached Garage
  • Garage Description: Garage - Front Entry

Location

  • County: Dorchester
  • Development Name: Taylors Island
  • Subdivision: Taylors Island
  • Driving Directions: GPS

School Information

  • School District: Dorchester County Public Schools

Heating & Cooling

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

Utilities

  • Sewer: Septic Exists
  • Water: Well
  • Dist. to Water: 40 Feet

Structural Information

  • Architectural Info: Craftsman, Colonial
  • Architectural Style: Craftsman, Colonial
  • Structure Type: Detached
  • Construction: Brick
  • Foundation: Crawl Space
  • Stories/Levels: 0
  • Stories Description: Main, Upper 1
  • Square Feet: 3,817
  • Sq. Ft. Source: Assessor
  • Living Area: 3,817 Sq. Ft.
  • Year Built: 2008
  • Year Built Source: Assessor

Additional Structures

  • Other Structures: Shed Shop

Lot Features

  • Lot Size (Acres): 2.22
  • Lot Size (Sq. Ft.): 96,703
  • Lot Size Source: Assessor
  • Zoning: RC

Water Features

  • Water Front: Yes
  • Navigable Water: Yes
  • Water Access: Yes
  • Water Access Desc: Canoe/Kayak, Boat - Powered, Swimming Allowed, Personal Watercraft (PWC)
  • Water Front Type: Creek
  • Water Front Name: Slaughters Creek

Financial Considerations

  • Price Per Sq. Ft.: $209.59
  • Assessment Year: 2024
  • County Tax: $8,487
  • County Tax Freq: Annually
  • Tax w/Assessment: $763,200
  • Tax Amount: $8,487
  • Tax Year: 2024
  • Terms: Standard Sale
  • Tax Total Finished Sq. Ft.: 3817

Disclosures and Reports

  • Ownership: Fee Simple
  • Lot Number: 1

Listed by RE/Max Experience, Mark Milligan
Sold by Benson & Mangold, LLC, James C Corson

Listing agent

— 4404 Pine Top Rd —

  • Mark Milligan

    RE/Max Experience

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 4404 Pine Top Rd

School District:Dorchester County Public Schools
NameGradesDistance
South Dorchester School
3485 Golden Hill Road, Church Creek, MD 21622
PK-87.9 mi
Cambridge-South Dorchester High School
2475 Cambridge Beltway, Cambridge, MD 21613
9-1212.3 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 4404 Pine Top Rd

Date
Details
Price
Change
Source
8/15/2025
Sold
$758,000
-5.25%
MLS
6/12/2025
Price Reduced
$800,000
-11.11%
MLS
4/23/2025
Price Reduced
$900,000
-2.7%
MLS
1/15/2025
Listed
$925,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by RE/Max Experience, Mark Milligan
Sold by Benson & Mangold, LLC, James C Corson

Similar Properties near 4404 Pine Top Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

4825 Madison Canning House Rd, Madison, MD 21648 - Photo 1 Just Listed
$795,000
Open House

4825 Madison Canning House Rd  Madison, MD 21648

  • Single Family
  • Active
  • Updated 3 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,128
    Sq. Ft.
Listed by Coastal Life Realty Group LLC, Wayne Phillips
Lot 17B Blue Point Ct, Lusby, MD 20657 - Photo 1
$749,972

Lot 17B Blue Point Ct  Lusby, MD 20657

  • Single Family
  • Active
  • 4
    Beds
  • 3
    Total Baths
  • 3,000
    Sq. Ft.
Listed by RE/MAX Realty Group, Robin D Cavallaro
12728 Cordova Ct, Lusby, MD 20657 - Photo 1
$784,169

12728 Cordova Ct  Lusby, MD 20657

  • Single Family
  • Active
  • 3
    Beds
  • 3
    Total Baths
  • 2,458
    Sq. Ft.
Listed by RE/MAX United Real Estate, John Michael Christ
3930 Oyster House Rd, Broomes Island, MD 20615 - Photo 1
$799,999

3930 Oyster House Rd  Broomes Island, MD 20615

  • Single Family
  • Active
  • Updated 5 hours ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,872
    Sq. Ft.
Listed by CENTURY 21 New Millennium, James Marcum

Just Listed near 4404 Pine Top Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

4825 Madison Canning House Rd, Madison, MD 21648 - Photo 1 Just Listed
$795,000
Open House

4825 Madison Canning House Rd  Madison, MD 21648

  • Single Family
  • Active
  • Updated 3 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,128
    Sq. Ft.
Listed by Coastal Life Realty Group LLC, Wayne Phillips
964 Taylors Island Rd, Madison, MD 21648 - Photo 1 Just Listed
$9,900,000

964 Taylors Island Rd  Madison, MD 21648

  • Farm Single-Family
  • Active
  • Updated 5 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 9,583
    Sq. Ft.
Listed by National Land Realty, LLC, Sue S Hudson and National Land Realty, LLC, Douglas Williams
1808 Hoopersville Rd, Fishing Creek, MD 21634 - Photo 1 Just Listed
$75,000

1808 Hoopersville Rd  Fishing Creek, MD 21634

  • Single Family
  • Active
  • Updated 7 hours ago
  • 4
    Beds
  • 1
    Total Bath
  • 2,082
    Sq. Ft.
Listed by Century 21 Downtown, Gina M Gargeu and Century 21 Downtown, Peter J Costello
13325 Rousby Hall Rd, Lusby, MD 20657 - Photo 1 Just Listed
$16

13325 Rousby Hall Rd  Lusby, MD 20657

  • Commercial Lease
  • Active
Listed by Berkshire Hathaway HomeServices PenFed Realty, Thomas F. McKay

Price Reduced near 4404 Pine Top Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

11223 Rawhide Rd, Lusby, MD 20657 - Photo 1 Price Reduced
-$15,000 (-3.62%)
$399,900
Open House

11223 Rawhide Rd  Lusby, MD 20657

  • Single Family
  • Active
  • Updated 1 day ago
  • 4
    Beds
  • 3
    Total Baths
  • 3,136
    Sq. Ft.
Listed by EXP Realty, LLC, Melanie D Montague
11479 Coronado Ct, Lusby, MD 20657 - Photo 1 Price Reduced
-$10,000 (-2.6%)
$375,000

11479 Coronado Ct  Lusby, MD 20657

  • Single Family
  • Active
  • Updated 1 hour ago
  • 4
    Beds
  • 3
    Total Baths
  • 1,700
    Sq. Ft.
Listed by Samson Properties, Mary M Eldridge
12427 Seminole Rd, Lusby, MD 20657 - Photo 1 Price Reduced
-$15,000 (-5%)
$285,000

12427 Seminole Rd  Lusby, MD 20657

  • Single Family
  • Active
  • Updated 5 days ago
  • 5
    Beds
  • 3
    Total Baths
  • 1,106
    Sq. Ft.
Listed by EXP Realty, LLC, Christopher Stumbroski and EXP Realty, LLC, Jeffrey Lipkin
5100 Williams Wharf Rd, Saint Leonard, MD 20685 - Photo 1 Price Reduced
-$130,000 (-9.42%)
$1,250,000

5100 Williams Wharf Rd  Saint Leonard, MD 20685

  • Single Family
  • Active
  • Updated 5 days ago
  • 6
    Beds
  • 4
    Total Baths
  • 4,944
    Sq. Ft.
Listed by Smart Realty, LLC, Douglas A Reyes and Smart Realty, LLC, Zoila G Hernandez

Recent Sales near 4404 Pine Top Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

11015 Cedar Dr, Lusby, MD 20657 - Photo 1 Sold
$849,000

11015 Cedar Dr  Lusby, MD 20657

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 2,845
    Sq. Ft.
Listed by Home Towne Real Estate, Rebecca C King
Sold by Compass, Michelle Zografos
5655 Long Beach Rd, Saint Leonard, MD 20685 - Photo 1 Sold
$684,472

5655 Long Beach Rd  Saint Leonard, MD 20685

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 3,937
    Sq. Ft.
Listed by RE/MAX One, Kadie T Gertz
Sold by RE/MAX United Real Estate, Delaney I Burgess
2353 Park Chesapeake Dr, Lusby, MD 20657 - Photo 1 Sold
$730,881

2353 Park Chesapeake Dr  Lusby, MD 20657

  • Single Family
  • Closed
  • 4
    Beds
  • 4
    Total Baths
  • 3,347
    Sq. Ft.
Listed by RE/MAX One, Kadie T Gertz
Sold by Home Towne Real Estate, Rebecca C King
12030 Little Cove Point Rd, Lusby, MD 20657 - Photo 1 Sold
$745,000

12030 Little Cove Point Rd  Lusby, MD 20657

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 3,449
    Sq. Ft.
Listed by RE/MAX One, Kadie T Gertz
Sold by RE/MAX One, Kimberly Gott

4404 Pine Top Road, Taylors Island, MD 21669 (MLS# MDDO2008754) is a Single Family property that was sold at $758,000 on August 15, 2025. Want to learn more about 4404 Pine Top Road? Do you have questions about finding other Single Family real estate for sale in Taylors Island? You can browse all Taylors Island real estate or contact a Coldwell Banker agent to request more information.