Recently Viewed Properties
See This Home
Save This Listing
Close

$565,000 Coming Soon

  • For Sale
  • Coming Soon
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,611 Sq. Ft.
  • Updated 19 hours ago
See This Home
Save This Home
See This Home
Save This Home
Tucked inside the beautiful waterfront community of Holiday Harbor in Bishopville, this custom-built Craftsman home offers that rare blend of refined coastal elegance and comfortable, everyday living. Built in 2021 and meticulously maintained, this thoughtfully designed one-level home features 3 bedrooms, 2 full baths, and an open, airy layout that feels both welcoming and elevated. Vaulted ceilings create a sense of space and light, while the gas fireplace adds warmth and character to the heart of the home. The kitchen was designed to gather in - complete with granite countertops, stainless steel appliances, upgraded cabinetry, and seamless flow into the main living area, making it ideal for entertaining or simply enjoying a quiet evening in. The primary suite is privately positioned and feels like a retreat, offering generous space, a walk-in closet, and a beautifully appointed bath. Two additional bedrooms provide flexibility for guests, a home office, or hobbies. Situated on nearly half an acre with peaceful creek views behind the home, the setting offers privacy and a true connection to nature - something that's increasingly hard to find. An attached two-car garage and concrete driveway add convenience, while the location places you just minutes from Lighthouse Sound Golf Course and the beaches of Ocean City and Delaware, giving you access to boating, golf, dining, and coastal living at its best. This is a move-in ready, thoughtfully built home that feels newer, upgraded, and effortlessly livable - the kind of place that immediately feels like home.

Full Property Details for 11207 Charlie Dr

General

  • Price: $565,000
  • HOA FEE: $0/month
  • HOA FEE FREQ.: Annually
  • Taxes: $3,586 (2025)
  • Status: Coming Soon
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDWO2036570
  • Updated: 2/26/2026
  • Added to Site: 1 day(s) ago
  • Expected Market Date: 3/6/2026

Interior

  • Interior Features: Ceiling Fan(s), Bathroom - Soaking Tub, Combination Kitchen/Living, Combination Kitchen/Dining, Dining Area, Entry Level Bedroom, Floor Plan - Open, Kitchen - Gourmet, Primary Bath(s), Walk-in Closet(s), Other
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Stainless Steel Appliances
  • Flooring: Carpet, Ceramic Tile, Luxury Vinyl Plank

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Main Floor Baths: 2
  • Main - Full Baths: 2

Bedrooms

  • Total Bedrooms: 3
  • Bedrooms Main & Up: 3

Parking

  • Total Spaces: 4
  • Parking Type: Driveway

Location

  • Area: Worcester East of Rt-113
  • County: WORCESTER
  • Subdivision: HOLIDAY HARBOR
  • Driving Directions: From U.S. Route 113 in Bishopville , turn onto Bishopville Road (MD-367), head east toward the bay, then turn right onto Charlie Drive—11207 will be on your left.

School Information

  • School District: Worcester County Public Schools

Community

  • Association: Yes

Heating & Cooling

  • Cooling Type: Other
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating Fuel: Electric
  • Water Heater: Electric

Utilities

  • Sewer: Private Sewer
  • Water: Well, Private

Structural Information

  • Architectural Style: Craftsman, Coastal
  • Structure Type: Detached
  • Construction: Stick Built
  • Foundation: Block
  • Roof: Architectural Shingle
  • Windows: ENERGY STAR Qualified
  • Doors: Insulated, ENERGY STAR Qualified Door(s)
  • Stories Description: Main
  • Square Feet: 1,611
  • Sq. Ft. Source: Assessor
  • Living Area: 1,611 Sq. Ft.
  • Finished Above Grnd: 1,611 Sq. Ft.
  • Year Built: 2021
  • Year Built Source: Assessor

Lot Features

  • Property View: Creek/Stream
  • Lot Size (Acres): 0.46
  • Lot Size (Sq. Ft.): 20,000
  • Lot Size Source: Assessor
  • Zoning: R-1

Water Features

  • Water View: Yes
  • Navigable Water: Yes
  • Water Access: Yes
  • Water Front Type: Canal

Financial Considerations

  • Price Per Sq. Ft.: $350.71
  • Association Fee: $1
  • Assoc Fee Freq.: Annually
  • Assessment Year: 2026
  • County Tax: $3,153
  • County Tax Freq: Annually
  • Tax w/Assessment: $423,233
  • Tax Amount: $3,586
  • Tax Year: 2025
  • Tax Total Finished Sq. Ft.: 1611

Disclosures and Reports

  • Ownership: Fee Simple
  • Lot Number: 118
Buyer's Brokerage Compensation: Contact Listing Agent
Not binding unless confirmed by separate agreement among applicable parties.

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Meet the listing agent

Meet the listing agent
— 11207 Charlie Dr —

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 11207 Charlie Dr

School District:Worcester County Public Schools
NameGradesDistance
Showell Elementary School
11318 Showell School Road, Berlin, MD 21811
PK-32.2 mi
Berlin Intermediate School
309 Franklin Avenue, Berlin, MD 21811
4-66.4 mi
Stephen Decatur Middle School, Berlin, MD
9815 Seahawk Road, Berlin, MD 21811
7-85.6 mi
Stephen Decatur High School
9913 Seahawk Road, Berlin, MD 21811
9-125.4 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 11207 Charlie Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
2/26/2026
Listed
$565,000
18.95%
MLS
2/23/2022
Sold
$475,000
—
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 11207 Charlie Dr

Year
Property Taxes
Change
Tax Assessment
Change
2023
100%
$386,867
16%
2023
-100%
$333,900
5%
2021
$497
—
$317,300
511%
2021
$497
—
$51,900
—
2020
$497
-13%
$51,900
-14%
2019
$572
—
$60,400
—
2018
$572
—
$60,400
—
2017
$572
-25%
$60,400
-25%
2016
$767
7%
$81,000
—
2015
$714
—
$81,000
—
2014
$714
—
$81,000
—
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.

Estimate the Cost for 11207 Charlie Dr

$
Down Payment
%
$
%

$
$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Similar Properties near 11207 Charlie Dr

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

24036 Harrier Crossing, Selbyville, DE 19975 - Photo 1
$562,990
Open House

24036 Harrier Crossing  Selbyville, DE 19975

  • Single Family
  • Active
  • Updated 9 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,892
    Sq. Ft.
Listed by Long & Foster Real Estate, Inc., Tracy L. Zell and Long & Foster Real Estate, Inc., Neda R. Howell
35220 Old Sound Cv, Selbyville, DE 19975 - Photo 1
$568,990

35220 Old Sound Cv  Selbyville, DE 19975

  • Single Family
  • Active
  • Updated 9 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 2,186
    Sq. Ft.
Listed by Long & Foster Real Estate, Inc., Neda R. Howell
11125 St Martins Neck Rd, Bishopville, MD 21813 - Photo 1
$560,000

11125 St Martins Neck Rd  Bishopville, MD 21813

  • Single Family
  • Active
  • 3
    Beds
  • 2
    Total Baths
  • 1,232
    Sq. Ft.
Listed by Joyce Henderson (410) 430-0084
35228 Wild Goose Lndg, Selbyville, DE 19975 - Photo 1
$549,990
Open House

35228 Wild Goose Lndg  Selbyville, DE 19975

  • Single Family
  • Active
  • Updated 9 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,892
    Sq. Ft.
Listed by Long & Foster Real Estate, Inc., Tracy L. Zell and Long & Foster Real Estate, Inc., Neda R. Howell

Just Listed near 11207 Charlie Dr

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

37326 Akhras Ln, Selbyville, DE 19975 - Photo 1 Just Listed
$575,000
Open House

37326 Akhras Ln  #1335  Selbyville, DE 19975

  • Townhouse
  • Active
  • Updated 2 hours ago
  • 3
    Beds
  • 4
    Total Baths
  • 2,645
    Sq. Ft.
Listed by Steve Willis (302) 258-8700
28346 Reef Dr, Selbyville, DE 19975 - Photo 1 Just Listed
$510,000

28346 Reef Dr  Selbyville, DE 19975

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,736
    Sq. Ft.
Listed by Inesa Donofrio (443) 366-4236
36952 Pintail Dr, Selbyville, DE 19975 - Photo 1 Just Listed
$620,000
Open House

36952 Pintail Dr  Selbyville, DE 19975

  • Single Family
  • Active
  • Updated 1 day ago
  • 4
    Beds
  • 2
    Total Baths
  • 1,848
    Sq. Ft.
Listed by Keller Williams Realty Delmarva, Jen Kukel
9343 Greenway Trl, Selbyville, DE 19975 - Photo 1 Just Listed
$370,990

9343 Greenway Trl  Selbyville, DE 19975

  • Single Family
  • Active
  • Updated 3 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,676
    Sq. Ft.
Listed by D.R. Horton Realty of Delaware, LLC, Conrad J Heilman III

Price Reduced near 11207 Charlie Dr

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

37269 Sugar Hill Way, Selbyville, DE 19975 - Photo 1 Price Reduced
-$1,501 (-0.96%)
$154,999

37269 Sugar Hill Way  #39944  Selbyville, DE 19975

  • Mobile Home
  • Active
  • Updated 4 hours ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,100
    Sq. Ft.
Listed by Coastal Life Realty Group LLC, Tina Dorsey
17 Widows Watch Ct, Ocean Pines, MD 21811 - Photo 1 Price Reduced
-$30,000 (-3.02%)
$965,000

17 Widows Watch Ct  Ocean Pines, MD 21811

  • Single Family
  • Active
  • Updated 2 hours ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,116
    Sq. Ft.
Listed by Cummings & Co Realtors, Denise Kenney
47 Burr Hill Dr, Ocean Pines, MD 21811 - Photo 1 Price Reduced
-$25,000 (-9.43%)
$240,000

47 Burr Hill Dr  Ocean Pines, MD 21811

  • Single Family
  • Active
  • Updated 6 days ago
  • 2
    Beds
  • 1
    Total Bath
  • 1,152
    Sq. Ft.
Listed by RE/MAX Advantage Realty, Evan Thomas
35038 Promised Land Ln, Frankford, DE 19945 - Photo 1 Price Reduced
-$710,000 (-44.4%)
$889,000

35038 Promised Land Ln  Frankford, DE 19945

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 3
    Total Baths
  • 4,273
    Sq. Ft.
Listed by Keller Williams Realty Wilmington, Kelly Diaz

Recent Sales near 11207 Charlie Dr

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

9 Salty Way, Ocean Pines, MD 21811 - Photo 1 Sold
$585,000

9 Salty Way  Ocean Pines, MD 21811

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 2,812
    Sq. Ft.
Listed by Craig Hyatt
Sold by Meredith Fine Properties, Sandy Gillis
52 Sandyhook Rd, Ocean Pines, MD 21811 - Photo 1 Sold
$560,500

52 Sandyhook Rd  Ocean Pines, MD 21811

  • Single Family
  • Closed
  • 4
    Beds
  • 4
    Total Baths
  • 3,349
    Sq. Ft.
Listed by Coastal Life Realty Group LLC, Deeley Chester
Sold by Atlantic Shores Sotheby's International Realty, Ryan Haley
15 Essex Ct, Ocean Pines, MD 21811 - Photo 1 Sold
$550,000

15 Essex Ct  Ocean Pines, MD 21811

  • Single Family
  • Closed
  • 5
    Beds
  • 3
    Total Baths
  • 2,833
    Sq. Ft.
Listed by Atlantic Shores Sotheby's International Realty, Jennifer Elizabeth McCracken
Sold by Northrop Realty, Alyson Kendall
4 Pirate Pl, Ocean Pines, MD 21811 - Photo 1 Sold
$557,500

4 Pirate Pl  Ocean Pines, MD 21811

  • Single Family
  • Closed
  • 4
    Beds
  • 4
    Total Baths
  • 2,711
    Sq. Ft.
Listed by RE/MAX Advantage Realty, Mary Ann E. O'Malley
Sold by Holly Campbell

11207 Charlie Drive, Bishopville, MD 21813 (MLS# MDWO2036570) is a Single Family property with 3 bedrooms and 2 full bathrooms. 11207 Charlie Drive is currently listed for $565,000 and was received on February 26, 2026. This property is listed by The Real McCoy Group from our Coastal Delaware Office.Want to learn more about 11207 Charlie Drive? Do you have questions about finding other Single Family real estate for sale in Bishopville? You can browse all Bishopville real estate or contact a Coldwell Banker agent to request more information.

Tour this property