Contract Out
3 beds1,851 sqft$243/sqft
50 Windjammer Rd, Ocean Pines, MD 21811
Est: $2,649/moGet pre-approved
Single FamilyProperty Type
7,700 sq ftLot Size
1989Year Built
$243/sq ftPrice per sq ft
$915/yrHOA Fees
4 carsParking Spaces

Description

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....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!
11 days on Market
  • Listed by: Kevin E Decker 443.235.6552 kevin@kevindeckeroc.com • Coastal Life Realty Group LLC
Last updated: 08/28/2026 08:49 PM • Source: BRIGHT, MLS#: MDWO2040594

Location

Listing Courtesy of Coastal Life Realty Group LLC
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$2,649 per month

30 year fixed, 6.55% Interest

Principal and Interest

$2,287

Property Taxes

$286

HOA Dues

$76

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Property Information for 50 Windjammer Road

Property Details
  • Taxes: $3,429 / year
  • MLS Type: Residential / Fee Simple
  • Tax ID Number: 2403053628
  • Ownership: Fee Simple
  • Condo Coop Association: No
  • HOA: Yes
  • Structure Type: Detached
  • Style: Contemporary
  • Levels/Stories: 2
  • Waterfront: No
  • Garage: Yes
  • Subdivision: OCEAN PINES - NEWPORT
  • Subdivision: OCEAN PINES - NEWPORT (WORCESTER MD)
  • Building Name: NONE AVAILABLE (OCEAN PINES MD)
  • Legal Subdivision: OCEAN PINES SEC 01
  • Total Parking Spaces: 4
  • Central Air: Yes
  • Basement: No
  • Above Grade Finished SQFT: 1,851.00
  • Above Grade Fin SQFT Source: Assessor
  • Below Grade Finished SQFT: .00
  • Below Grade Fin SQFT Source: Assessor
  • Below Grade Unfinished SQFT: .00
  • Below Grade Unfin SQFT Source: Assessor
  • Total Below Grade SQFT: .00
  • Total Below Grade SQFT Source: Assessor
  • New Construction: No
Building Information
  • Stories: 2
  • Year Built: 1989
  • Lot Size: 0.18 AC / 7,700 SF
Location
Location
  • In City Limits: No
  • School District Name: WORCESTER COUNTY PUBLIC SCHOOLS
  • School District County ID: 121138066543
  • SchoolDistrictSource: Listing Agent
  • County: WORCESTER
  • MLS Area: Worcester Ocean Pines
Waterfront / Water Access
Waterfront / Water Access
  • Water View: No
  • 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
  • Type of Condo: Home Owner Association
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2025
  • Tax Assessed Value: $369,933
  • Year Assessed: 2026
  • County Tax: $3,015
  • Improvement Assessed Value: $0
  • Land Assessed Value: $0
  • Clean Green Assessed: No
  • Land Use Code: R
  • Section: 1
  • Zoning: R-3
  • Tax Lot: 96
  • School Tax: $0
  • Automatically Update Tax Values Y/N: Yes
Lease Information
Lease Information
  • Pets Allowed: Yes
  • Pet Restrictions: No Pet Restrictions
Rooms
Main
  • # Bedrooms Count Main Level: 1
  • # Bathrooms Count Main Level: 2
  • # Bathrooms Full Main Level: 1
  • # Bathrooms Half Main Level: 1
All Upper Levels
  • # Bedrooms Count All Upper Levels: 2
  • # Bathrooms Count All Upper Levels: 1
  • # Bathrooms Full All Upper Levels: 1
Upper Level 1
  • # Bedrooms Count Upper Level: 2
  • # Bathrooms Count Upper Level: 1
  • # Bathrooms Full Upper Level: 1
Rooms
  • Stories: Main, Upper 1
Building Info
Building Info
  • Total Finished SQFT: 1,851.00
  • Total Finished SQFT Source: Assessor
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Assessor
  • Lot Size Dimensions: 0.00 x 0.00
  • Lot Dimensions Source: Assessor
  • Parcel ID: 5382437
Parking
Parking
  • Type Of Parking: Attached Garage, Driveway
  • Num of Attached Garage Spaces: 2
  • Driveway - # of Spaces: 2
  • Total Garage Spaces: 2
  • Parking Features: Concrete Driveway
  • Garage Features: Additional Storage Area, Garage - Front Entry, Garage Door Opener, Inside Access
Interior Features
Interior Features
  • Fireplace: Yes
  • Fireplaces Count: 1
Exterior Features
Exterior Features
  • Pool: Yes - Community
  • Community Pool Features: Fenced, Heated, In Ground, Indoor, Other
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating Fuel: Electric
  • Hot Water: Natural Gas
  • Water Source: Public
  • Sewer Septic: Public Sewer
  • Electric Service: Other
Confidential Data
Listing Office

Property History for 50 Windjammer Road

DateEvent & SourcePriceAppreciation
Aug 28, 2026

Active Under Contract

BRIGHT #MDWO2040594

Aug 18, 2026

Listed (Active)

BRIGHT #MDWO2040594

$449,900
Mar 15, 2024

Closed (Public Record)

Public Record #1529081729

$425,000

+6.8% / yr

DateEvent & SourcePrice
08/28/2026

Active Under Contract

BRIGHT #MDWO2040594

08/18/2026

Listed (Active)

BRIGHT #MDWO2040594

$449,900
03/15/2024

Closed (Public Record)

Public Record #1529081729

$425,000

+6.8% / yr

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

Public Records for 50 Windjammer Road

Taxable ValueLand-Additions-Total-
Tax Record2025$3,121 ($260 / month)
Home Facts
Beds0Baths2.5Total Finished SqFt1,851 SqFtAbove Grade Finished SqFt1,851 SqFtStories2Lot Size7,700 SqFtStyleSingle Family ResidenceYear Built1989Year Renovated1989ZoningR-3CountyWORCESTERAPN03-053628

Schools near 50 Windjammer Road

This home is within Worcester County Public Schools.
Rating
School
Type
Grades
Distance
Public - PK to 4
Public - 5 to 6
Public - 7 to 8
Public - 9 to 12
Rating
School
Distance
Showell Elementary School
PublicPK to 4

Berlin Intermediate School
Public5 to 6

Stephen Decatur Middle School
Public7 to 8

Stephen Decatur 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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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim 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 seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Coastal Life Realty Group LLC

© 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 08/28/2026 08:49 PM