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$449,900 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 1,851 Sq. Ft.
  • 2 Car Garage
  • Updated 1 day ago
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Welcome to this gorgeous, turnkey home in the amenity-rich community of Ocean Pines! Beautifully updated and thoughtfully maintained, this home offers a warm and inviting layout with stylish upgrades throughout. The spacious enclosed porch provides the perfect spot to relax and enjoy the surrounding scenery, while the brick steps and paved driveway add great curb appeal. Inside, you'll find charming, exposed wood beams, a cozy fireplace, and beautiful finishes that make this home truly move-in ready. The two-car garage offers plenty of space for parking and storage. Out back, enjoy your own private retreat with a gazebo-perfect for entertaining or relaxing outdoors. Conveniently located near the Ocean Pines Golf Course and Yacht Club, with easy access to all of Ocean Pines' fantastic amenities. A must-see home that combines comfort, character, and an ideal location!

Full Property Details for 50 Windjammer Rd

General

  • Price: $449,900
  • HOA FEE: $76/month
  • HOA FEE FREQ.: Annually
  • Taxes: $3,429 (2025)
  • Status: Active
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDWO2040594
  • Updated: 8/18/2026
  • Added to Site: 1 day(s) ago

Interior

  • Fireplace: Yes
  • Number of Fireplaces: 1

Rooms

Bathrooms

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

Bedrooms

  • Total Bedrooms: 3
  • Bedrooms Upper: 2
  • Bedrooms Main & Up: 1

Additional Information

  • Shared Pool: Yes
  • Pool: Yes

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 4
  • Parking Features: Concrete Driveway
  • Parking Type: Attached Garage, Driveway
  • Garage Description: Additional Storage Area, Garage - Front Entry, Garage Door Opener, Inside Access

Location

  • Area: Worcester Ocean Pines
  • County: WORCESTER
  • Subdivision: OCEAN PINES - NEWPORT
  • Driving Directions: GPS

School Information

  • School District: Worcester County Public Schools

Community

  • Association: Yes
  • Pets Allowed: Yes
  • Pets: No Pet Restrictions

Heating & Cooling

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

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Style: Contemporary
  • Structure Type: Detached
  • Construction: Vinyl Siding
  • Foundation: Block, Crawl Space
  • Stories Description: Main, Upper 1
  • Square Feet: 1,851
  • Sq. Ft. Source: Assessor
  • Living Area: 1,851 Sq. Ft.
  • Finished Above Grnd: 1,851 Sq. Ft.
  • Year Built: 1989
  • Year Built Source: Assessor

Lot Features

  • Lot Size (Acres): 0.18
  • Lot Size (Sq. Ft.): 7,700
  • Lot Size Source: Assessor
  • Zoning: R-3

Financial Considerations

  • Price Per Sq. Ft.: $243.06
  • Association Fee: $915
  • Assoc Fee Freq.: Annually
  • Assessment Year: 2026
  • County Tax: $3,015
  • County Tax Freq: Annually
  • Tax w/Assessment: $369,933
  • Tax Amount: $3,429
  • Tax Year: 2025
  • Tax Total Finished Sq. Ft.: 1851

Disclosures and Reports

  • Ownership: Fee Simple
  • Section: 1
  • Lot Number: 96

Listed by Coastal Life Realty Group LLC, Kevin E Decker

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Listing agent

— 50 Windjammer Rd —

  • Kevin E Decker

    Coastal Life Realty Group LLC

Listing Office Email: joe@coastallifeoc.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 50 Windjammer Rd

School District:Worcester County Public Schools
NameGradesDistance
Showell Elementary School
11318 Showell School Road, Berlin, MD 21811
PK-31.9 mi
Berlin Intermediate School
309 Franklin Avenue, Berlin, MD 21811
4-65.4 mi
Stephen Decatur Middle School, Berlin, MD
9815 Seahawk Road, Berlin, MD 21811
7-84.4 mi
Stephen Decatur High School
9913 Seahawk Road, Berlin, MD 21811
9-124.2 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 50 Windjammer Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/18/2026
Listed
$449,900
5.86%
MLS
3/15/2024
Sold
$425,000
—
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 50 Windjammer Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$3,121
9%
$348,467
7%
2023
$2,872
—
$327,000
9%
2023
$2,872
22%
$300,100
10%
2021
$2,357
—
$273,200
11%
2021
$2,357
7%
$246,300
7%
2021
$2,200
8%
$229,900
8%
2020
$2,043
2%
$213,500
1%
2019
$2,010
2%
$212,200
2%
2018
$1,964
2%
$207,433
2%
2017
$1,919
2%
$202,667
2%
2016
$1,874
7%
$197,900
—
2015
$1,745
—
$197,900
—
2014
$1,745
—
$197,900
—
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 50 Windjammer Rd

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

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with our affiliated lender
NMLS#: 1598647

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Listed by Coastal Life Realty Group LLC, Kevin E Decker

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50 Windjammer Road, Ocean Pines, MD 21811 (MLS# MDWO2040594) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 50 Windjammer Road is currently listed for $449,900 and was received on August 18, 2026. Want to learn more about 50 Windjammer Road? Do you have questions about finding other Single Family real estate for sale in Ocean Pines? You can browse all Ocean Pines real estate or contact a Coldwell Banker agent to request more information.

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