Pending
Sale Pending at 1 Windward Ct, Berlin, MD 21811 | MLS# MDWO2027250 | Listing updated on 2026-01-15
Photo 1 of Sale Pending at 1 Windward Ct, Berlin, MD 21811 | MLS# MDWO2027250 | Listing updated on 2026-01-15
Photo 2 of Sale Pending at 1 Windward Ct, Berlin, MD 21811 | MLS# MDWO2027250 | Listing updated on 2026-01-15
Photo 3 of Sale Pending at 1 Windward Ct, Berlin, MD 21811 | MLS# MDWO2027250 | Listing updated on 2026-01-15
Photo 4 of Sale Pending at 1 Windward Ct, Berlin, MD 21811 | MLS# MDWO2027250 | Listing updated on 2026-01-15
21+
Beds Icon

Street View

$460,000

Monthly Est:$2,290

  • Beds Icon3 Beds
  • Beds Icon
    3 Baths
  • Beds Icon1,728sqft

1 Windward Ct, Berlin, MD 21811

$2,290/moEst:

Get Pre-Approved

  • Single Family Residence

  • Built in 1989

  • $122.08/mo HOA

  • 7,991 sqft lot

  • $266/sq.ft

Description

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!

  • Houzeo last checked: 3 hours ago
  • Listing updated: January 15, 2026 at 6:32 pm
  • Listing Provided by: Broc Schmelyun (717) 880-0393 | Keller Williams Keystone Realty (717) 634-5921
  • Source: Bright MLS-NJ | MLS#: MDWO2027250 Bright MLS-NJ

Property Details

  • Status

    Pending

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Worcester Md County

  • City

    Berlin

  • Neighborhood

    --

  • Year Built

    1989

  • HOA Fees

    $122.08/mo

  • Finished Area

    1,728 sqft

  • Lot Size

    7,991 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Bright MLS

  • MLS Number

    MDWO2027250

  • MLS Status

    PENDING-BRIGHT

  • Days on Market

    331

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Location

HOA Management

OCEAN PINES

HOA Fees

$1,465/ Annually

Amenities

Amenities and services may be covered by one or multiple associations and service providers.

Park Playground Park Playground

Club House Club House

Pool Pool

Golf Golf

Tennis Tennis

Library Library

deck deck

Meeting Room Meeting Room

Walk path Walk path

Beach Beach

Picnic Area Picnic Area

Bar/Lounge Bar/Lounge

Marina/Marina Club Marina/Marina Club

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathrooms: 3

Interior

  • Appliances

    Dishwasher, Dryer, Oven/range Electric, Refrigerator, Washer, Water Heater

  • Sewer

    Public Sewer

  • Cooling

    Central A/c

  • Exterior Features

    Exterior Lighting, Other

  • Flooring

    Carpet, Laminate Plank

  • Heating

    Heat Pump(s)

  • Interior Features

    Carpet, Combination Kitchen/dining, Dining Area, Floor Plan Traditional, Bathroom Soaking Tub, Bathroom Tub Shower, Upgraded Countertops, Stove Wood

Construction

  • Year Built

    Year Built: 1989

  • Home type

    Single Family Residence

  • Roof

    Shingle

  • Construction Materials

    Vinyl Siding

  • Foundation Details

    Permanent

  • Architectural Style

    Split Level

Utilities & Energy

  • Fireplace Features

    Mantel(s)

  • Association Amenities

    Bar/lounge, Beach, Beach Club, Boat Ramp, Community Center, Golf Course, Golf Course Membership Available, Jog/walk Path, Library, Marina/marina Club, Meeting Room, Picnic Area, Pier/dock, Swimming Pool, Tennis Courts, Tot Lots/playground

  • Parking Features

    Gravel Driveway

  • Basement

    Fully Finished, Heated, Outside Entrance, Walkout Level, Shelving

  • Water Source

    Public

Other Features

  • Patio And Porch Features

    Deck, Porch, Screened

  • Subdivision Name

    Ocean Pines Teal Bay

Price History

DateEventPrice

12/30/2025

Source: mls_logoBright MLS-NJ #MDWO2027250

Pending

$460,000

$266/sqft

12/10/2025

Source: mls_logoBright MLS-NJ #MDWO2027250

Contingent (Active Under Contract)

$460,000 -8.00%

$266/sqft

05/19/2025

Source: mls_logoBright MLS-NJ #MDWO2027250

Price Increased

$500,000 +4.19%

$289/sqft

03/13/2025

Source: mls_logoBright MLS-NJ #MDWO2027250

Price Decreased

$479,900 -8.59%

$278/sqft

03/13/2025

Source: mls_logoBright MLS-NJ #MDWO2027250

Price Increased

$525,000 +14.13%

$304/sqft

Show more

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Based on information from Bright MLS through Oct 12, 2026, 05:15AM. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 Bright MLS, Inc. All Rights Reserved. Click here for more information

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