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!
For sale
$449,900
50 Windjammer Rd, Ocean Pines, MD 21811
3beds
1,851sqft
Single Family Residence
Built in 1989
7,700 Square Feet Lot
$-- Zestimate®
$243/sqft
$76/mo HOA
What's special
Cozy fireplaceStylish upgrades throughoutBrick stepsBeautifully updatedGreat curb appealThoughtfully maintainedPaved driveway
- 6 days |
- 910 |
- 76 |
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Kevin E Decker 443-235-6552,
Coastal Life Realty Group LLC (443) 235-8382
Source: Bright MLS,MLS#: MDWO2040594
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
- Main level bathrooms: 2
- Main level bedrooms: 1
Basement
- Area: 0
Heating
- Heat Pump, Electric
Cooling
- Central Air, Electric
Appliances
- Included: Gas Water Heater
Features
- Has basement: No
- Number of fireplaces: 1
Interior area
- Total structure area: 1,851
- Total interior livable area: 1,851 sqft
- Finished area above ground: 1,851
- Finished area below ground: 0
Property
Parking
- Total spaces: 4
- Parking features: Storage, Garage Faces Front, Garage Door Opener, Inside Entrance, Concrete, Attached, Driveway
- Attached garage spaces: 2
- Uncovered spaces: 2
Accessibility
- Accessibility features: None
Features
- Levels: Two
- Stories: 2
- Pool features: Community
Lot
- Size: 7,700 Square Feet
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 2403053628
- Zoning: R-3
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Block, Crawl Space
Condition
- New construction: No
- Year built: 1989
Utilities & green energy
- Electric: Other
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Features: Pool
- Subdivision: Ocean Pines - Newport
HOA
- Has HOA: Yes
- HOA fee: $915 annually
Location
- Region: Ocean Pines
Financial & listing details
- Price per square foot: $243/sqft
- Tax assessed value: $369,933
- Annual tax amount: $3,429
- Date on market: 8/18/2026
- Listing agreement: Exclusive Right To Sell
- Listing terms: Cash,Conventional
- Ownership: Fee Simple
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 8/18/2026 | Listed for sale | $449,900+5.9%$243/sqft |
Source:  Bright MLS #MDWO2040594 Report a problem | ||
| 3/15/2024 | Sold | $425,000-2.3%$230/sqft |
Source: Bright MLS #MDWO2018640 Report a problem | ||
| 2/13/2024 | Pending sale | $435,000$235/sqft |
Source: Bright MLS #MDWO2018640 Report a problem | ||
| 2/3/2024 | Price change | $435,000-2.2%$235/sqft |
Source: Bright MLS #MDWO2018640 Report a problem | ||
| 1/28/2024 | Listed for sale | $445,000+23.6%$240/sqft |
Source: Bright MLS #MDWO2018640 Report a problem | ||
| 9/2/2021 | Sold | $360,000-2.4%$194/sqft |
Source: Bright MLS #MDWO2000388 Report a problem | ||
| 8/18/2021 | Pending sale | $369,000$199/sqft |
Source: Bright MLS #MDWO2000388 Report a problem | ||
| 8/3/2021 | Contingent | $369,000$199/sqft |
Source: Bright MLS #MDWO2000388 Report a problem | ||
| 7/27/2021 | Price change | $369,000-2.9%$199/sqft |
Source: Bright MLS #MDWO2000388 Report a problem | ||
| 7/22/2021 | Price change | $380,000-2.6%$205/sqft |
Source: Bright MLS #MDWO2000388 Report a problem | ||
| 7/17/2021 | Listed for sale | $390,000+50%$211/sqft |
Source: Bright MLS #MDWO2000388 Report a problem | ||
| 11/3/2018 | Sold | $260,000-3.7%$140/sqft |
Source: Public Record Report a problem | ||
| 9/16/2018 | Listed for sale | $269,900+17.3%$146/sqft |
Source: Hileman Real Estate-Berlin #1003670018 Report a problem | ||
| 11/16/2016 | Sold | $230,000-4.2%$124/sqft |
Source: Public Record Report a problem | ||
| 8/4/2016 | Price change | $240,000-3.6%$130/sqft |
Source: Coldwell Banker Residential Brokerage - Ocean City-104th #505033 Report a problem | ||
| 7/8/2016 | Listed for sale | $249,000-0.4%$135/sqft |
Source: Coldwell Banker Residential Brokerage - Ocean City-104th #505033 Report a problem | ||
| 12/1/2015 | Listing removed | $249,900$135/sqft |
Source: Coldwell Banker Residential Brokerage - Bethany Beach #495757 Report a problem | ||
| 5/22/2015 | Price change | $249,900-2%$135/sqft |
Source: Coldwell Banker Residential Brokerage - Bethany Beach #495757 Report a problem | ||
| 5/8/2015 | Price change | $255,000-8.9%$138/sqft |
Source: Coldwell Banker Residential Brokerage - Bethany Beach #495757 Report a problem | ||
| 4/22/2015 | Price change | $279,900-6.7%$151/sqft |
Source: Coldwell Banker Residential Brokerage - Bethany Beach #495757 Report a problem | ||
| 3/11/2015 | Listed for sale | $299,900+9.1%$162/sqft |
Source: Coldwell Banker Residential - Bethany #495757 Report a problem | ||
| 10/28/2003 | Sold | $275,000$149/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $3,135 +0.2% | $348,467 +6.6% |
| 2024 | $3,129 +9% | $327,000 +9% |
| 2023 | $2,872 +9.8% | $300,100 -8.2% |
| 2022 | $2,615 +10.9% | $327,000 +32.8% |
| 2021 | $2,357 +7.1% | $246,300 +7.1% |
| 2020 | $2,200 +7.7% | $229,900 -6.7% |
| 2019 | $2,043 +1.7% | $246,300 +16.1% |
| 2018 | $2,010 +2.3% | $212,200 +2.3% |
| 2017 | $1,964 -4.8% | $207,433 +2.4% |
| 2016 | $2,063 | $202,667 +2.4% |
| 2015 | $2,063 | $197,900 |
| 2014 | $2,063 | $197,900 |
| 2013 | -- | $197,900 -22.8% |
| 2012 | -- | $256,300 |
| 2011 | -- | $256,300 |
| 2010 | -- | $256,300 -22% |
| 2009 | -- | $328,650 +12.4% |
| 2008 | -- | $292,456 +14.1% |
| 2007 | -- | $256,263 +16.4% |
| 2006 | -- | $220,070 +13.6% |
| 2005 | -- | $193,790 +15.7% |
| 2004 | -- | $167,510 +18.6% |
| 2003 | -- | $141,230 +9.7% |
| 2002 | -- | $128,740 +10.7% |
| 2001 | -- | $116,250 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 21811
Nearby schools
GreatSchools rating
- 8/10Showell Elementary SchoolGrades: PK-4Distance: 1.9 mi
- 10/10Stephen Decatur Middle SchoolGrades: 7-8Distance: 4.5 mi
- 7/10Stephen Decatur High SchoolGrades: 9-12Distance: 4.2 mi
Schools provided by the listing agent
- District: Worcester County Public Schools
Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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A local agent can set up tours, give advice and negotiate with sellers.
A local lender can help you make sure your offer is ready when you are.
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