Welcome to 1 Windward Ct, Ocean Pines, MD – where waterfront living meets unmatched community amenities! This charming split-level home boasts 3 bedrooms, 3 full baths, and 1,728 square feet of thoughtfully designed living space. The large living room has strong natural light, while the kitchen offers a serene view of the water out back – perfect for savoring the moments while cooking and preparing food. The primary bedroom features its own full bathroom for added convenience. A cozy fireplace warms the downstairs family room, which connects to a walk-out basement with sliding doors. Enjoy the tranquil surroundings from the screened-in porch or the spacious rear deck, both ideal for relaxation and entertaining. Nestled in the coveted Ocean Pines community, this home offers access to a variety of exclusive amenities. Boating and water enthusiasts will appreciate the fishing marina with boat slips, as well as the Ocean Pines Beach Club on 49th St. in Ocean City. Residents enjoy the Ocean Pines Golf Club, outdoor pools, tennis and pickleball courts, basketball courts, and soccer fields. For families and outdoor lovers, the community includes kids' play areas, walking and jogging trails, and several parks. Social opportunities abound, from dining at the Yacht Club overlooking the marina to participating in events like ice cream socials, bingo nights, and community yard sales. Located just minutes from the beach, dining, shopping, and top-notch golf courses, this property also offers unbeatable convenience. Less than 4 miles away, you'll find groceries, restaurants, and Veterans Memorial Park, while the Ocean City Beach at 62nd St. is just a quick drive under 10 miles. Across the street from the community, enjoy a vibrant farmers market, craft shows, live music under the pavilion, and a large playground. This home is ready to provide the perfect blend of coastal living and everyday convenience!
Sold for $381,600
$381,600
1 Windward Ct, Ocean Pines, MD 21811
3beds
1,728sqft
Single Family Residence
Built in 1989
7,991 Square Feet Lot
$383,900 Zestimate®
$221/sqft
$2,740 Estimated rent
Home value
$383,900
$342,000 - $434,000
$2,740/mo
Zestimate® history
Owner options
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$2,740/mo
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$2,740/mo
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$3,737/mo
Est. payment
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$3,737/mo
Est. payment
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List your homeWhat's special
Waterfront livingCozy fireplaceThoughtfully designed living spaceWalk-out basementScreened-in porchSpacious rear deck
Zillow last checked:
Listing updated:
Listed by:
Broc Schmelyun 717-880-0393,
Keller Williams Keystone Realty
Bought with:
Laura Diamantoni
Realty ONE Group Unlimited
Source: Bright MLS,MLS#: MDWO2027250
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 3
Primary bedroom
- Level: Upper
Primary bathroom
- Level: Upper
Dining room
- Level: Main
Family room
- Level: Lower
Kitchen
- Level: Main
Laundry
- Level: Lower
Living room
- Level: Main
Screened porch
- Level: Main
Heating
- Heat Pump, Electric
Cooling
- Central Air, Electric
Appliances
- Included: Dishwasher, Dryer, Oven/Range - Electric, Refrigerator, Washer, Water Heater, Electric Water Heater
- Laundry: Laundry Room
Features
- Combination Kitchen/Dining, Dining Area, Floor Plan - Traditional, Soaking Tub, Bathroom - Tub Shower, Upgraded Countertops, Dry Wall
- Flooring: Carpet, Laminate
- Basement: Finished,Heated,Exterior Entry,Walk-Out Access,Shelving
- Number of fireplaces: 1
- Fireplace features: Mantel(s), Wood Burning Stove
Interior area
- Total structure area: 1,728
- Total interior livable area: 1,728 sqft
- Finished area above ground: 1,728
- Finished area below ground: 0
Property
Parking
- Total spaces: 4
- Parking features: Gravel, Driveway
- Uncovered spaces: 4
Accessibility
- Accessibility features: None
Features
- Levels: Multi/Split,Two
- Stories: 2
- Patio & porch: Deck, Porch, Screened, Screened Porch
- Exterior features: Lighting, Other
- Pool features: Community
- Waterfront features: Boat - Powered, Canoe/Kayak, Private Access, Canal
- Body of water: Saint Martin River
- Frontage length: Water Frontage Ft: 2
Lot
- Size: 7,991 sqft
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 2403061221
- Zoning: R-3
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Permanent
- Roof: Shingle
Condition
- New construction: No
- Year built: 1989
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & neighborhood
Location
- Region: Ocean Pines
- Subdivision: Ocean Pines - Teal Bay
HOA & financial
HOA
- Has HOA: Yes
- HOA fee: $1,465 annually
- Amenities included: Bar/Lounge, Beach Access, Beach Club, Boat Ramp, Community Center, Golf Course, Golf Course Membership Available, Jogging Path, Library, Marina/Marina Club, Meeting Room, Picnic Area, Pier/Dock, Pool, Tennis Court(s), Tot Lots/Playground
- Association name: OCEAN PINES
Other
Other facts
- Listing agreement: Exclusive Right To Sell
- Listing terms: Cash,Conventional,FHA,VA Loan
- Ownership: Fee Simple
Price history
| Date | Event | Price |
|---|---|---|
| 1/16/2026 | Sold | $381,600-17%$221/sqft |
Source:  Bright MLS #MDWO2027250 Report a problem | ||
| 12/30/2025 | Pending sale | $460,000$266/sqft |
Source: Bright MLS #MDWO2027250 Report a problem | ||
| 12/10/2025 | Contingent | $460,000$266/sqft |
Source: Bright MLS #MDWO2027250 Report a problem | ||
| 11/25/2025 | Listed for sale | $460,000$266/sqft |
Source: Bright MLS #MDWO2027250 Report a problem | ||
| 10/29/2025 | Pending sale | $460,000$266/sqft |
Source: Bright MLS #MDWO2027250 Report a problem | ||
| 9/27/2025 | Price change | $460,000-4.1%$266/sqft |
Source: Bright MLS #MDWO2027250 Report a problem | ||
| 8/23/2025 | Price change | $479,900-2%$278/sqft |
Source: Bright MLS #MDWO2027250 Report a problem | ||
| 6/30/2025 | Price change | $489,900-2%$284/sqft |
Source: Bright MLS #MDWO2027250 Report a problem | ||
| 5/19/2025 | Price change | $500,000-4.8%$289/sqft |
Source: Bright MLS #MDWO2027250 Report a problem | ||
| 3/13/2025 | Listed for sale | $525,000-4.5%$304/sqft |
Source: Bright MLS #MDWO2027250 Report a problem | ||
| 3/2/2025 | Listing removed | $550,000$318/sqft |
Source: Bright MLS #MDWO2027250 Report a problem | ||
| 12/8/2024 | Listed for sale | $550,000$318/sqft |
Source: Bright MLS #MDWO2027250 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $3,198 +8.5% | $344,967 +12% |
| 2024 | $2,948 +2.9% | $308,000 +2.9% |
| 2023 | $2,865 +3% | $299,333 -2.8% |
| 2022 | $2,782 +3.1% | $308,000 +9.2% |
| 2021 | $2,699 +1.3% | $282,000 +1.3% |
| 2020 | $2,663 +1.3% | $278,300 -1.3% |
| 2019 | $2,628 +2.4% | $282,000 +4.1% |
| 2018 | $2,565 +0.3% | $270,900 +0.3% |
| 2017 | $2,558 +7.1% | $270,167 +0.3% |
| 2016 | $2,388 | $269,433 +0.3% |
| 2015 | $2,388 | $268,700 |
| 2014 | $2,388 | $268,700 |
| 2013 | -- | $268,700 -9.4% |
| 2012 | -- | $296,700 |
| 2011 | -- | $296,700 |
| 2010 | -- | $296,700 -28.2% |
| 2009 | -- | $413,080 +8.9% |
| 2008 | -- | $379,410 +9.7% |
| 2007 | -- | $345,740 +10.8% |
| 2006 | -- | $312,070 +17.1% |
| 2005 | -- | $266,586 +20.6% |
| 2004 | -- | $221,103 +25.9% |
| 2003 | -- | $175,620 +3.3% |
| 2002 | -- | $170,026 +3.4% |
| 2001 | -- | $164,433 |
Find assessor info on the county website
Neighborhood: 21811
Nearby schools
GreatSchools rating
- 8/10Showell Elementary SchoolGrades: PK-4Distance: 2.9 mi
- 10/10Stephen Decatur Middle SchoolGrades: 7-8Distance: 4.9 mi
- 7/10Stephen Decatur High SchoolGrades: 9-12Distance: 4.6 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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Estimated market value
$383,900
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$383,900
- Maryland
- Worcester County
- Berlin
- 21811
- 1 Windward Ct
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