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$499,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,639 Sq. Ft.
  • 2 Car Garage
  • Updated 1 day ago

Next open house:

Open House: 1:00 PM - 4:00 PM

Saturday 3/21 1:00 PM - 4:00 PM

4 Southwind Court,Ocean Pines, MD 21811

4 Southwind CourtOcean PinesMD21811

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One-level living at its finest! This beautifully maintained three-bedroom, two-bath home offers an ideal blend of comfort, style, and thoughtful updates. Gorgeous hardwood floors flow throughout the home with the exception of the primary suite, while the open floor plan creates a bright and inviting space perfect for everyday living and entertaining.The spacious great room features a dramatic cathedral ceiling, skylights that fill the home with natural light, and a cozy wood-burning fireplace that creates a warm and welcoming atmosphere. A formal dining room provides the perfect setting for gatherings and special occasions. The chef-inspired kitchen, completely remodeled in 2016, is designed to impress with stainless steel appliances, granite countertops, and a window above the sink adding natural light as you prepare home cooked meals! The desirable split-bedroom floor plan offers privacy, with a spacious primary suite and a beautifully updated primary bathroom remodeled in 2012. Step outside and enjoy the oversized screened-in porch-perfect for morning coffee or evening relaxation-overlooking a large backyard ideal for outdoor entertaining, gardening, or play. Situated on a quiet street, this move-in-ready home offers comfort, convenience, and exceptional value. This home has been thoughtfully updated for peace of mind, including a new roof (2022), three skylights and a garage door replaced in 2022, a heat pump installed in 2019, and a professionally encapsulated crawlspace completed in 2025.Don't miss the opportunity to own this beautifully updated home with timeless features and modern upgrades! Call now for your private showing.

Full Property Details for 4 Southwind Ct

General

  • Price: $499,000
  • HOA FEE: $73/month
  • HOA FEE FREQ.: Annually
  • Taxes: $3,191 (2025)
  • Status: Active
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDWO2037016
  • Updated: 3/18/2026
  • Added to Site: 1 day(s) ago

Interior

  • Interior Features: Bathroom - Walk-In Shower, Bathroom - Tub Shower, Ceiling Fan(s), Combination Kitchen/Dining, Entry Level Bedroom, Floor Plan - Open, Kitchen - Gourmet, Recessed Lighting, Skylight(s), Upgraded Countertops, Walk-in Closet(s), Window Treatments, Wood Floors, Primary Bath(s), Formal/Separate Dining Room, Combination Dining/Living
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Fireplace(s): Corner, Wood, Screen
  • Appliances: Built-In Microwave, Built-In Range, Dishwasher, Disposal, Dryer, Oven - Self Cleaning, Oven/Range - Electric, Washer, Water Heater
  • Flooring: Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Main Floor Baths: 2
  • Main - Full Baths: 2

Bedrooms

  • Total Bedrooms: 3
  • Bedrooms Main & Up: 3

Other Rooms

  • Laundry: Main Floor

Additional Information

  • Shared Amenities: Baseball Field, Basketball Courts, Beach Club, Bike Trail, Boat Ramp, Common Grounds, Community Center, Dog Park, Gift Shop, Golf Course, Golf Club, Golf Course Membership Available, Jog/Walk Path, Lake, Library, Pickleball Courts, Pool - Indoor, Pool - Outdoor, Pool Mem Avail, Racquet Ball, Tennis Courts, Tot Lots/Playground
  • Shared Pool: Yes
  • Pool: Yes
  • Security/Safety: Smoke Detector

Exterior

  • Porch/Patio/Deck: Terrace, Enclosed, Porch(es), Screened

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 6
  • Parking Features: Concrete Driveway
  • Parking Type: Attached Garage, Driveway
  • Garage Description: Additional Storage Area, Garage - Front Entry, Garage Door Opener, Oversized, Inside Access

Location

  • Area: Worcester Ocean Pines
  • County: WORCESTER
  • Subdivision: OCEAN PINES - PINEHURST
  • Driving Directions: Route 589 to the South gate of Ocean Pines, Left on Ocean Parkway, Left on Breezeway, Left on Southwind home is on the right.

School Information

  • School District: Worcester County Public Schools
  • Elementary School: Showell
  • Middle School: Stephen Decatur
  • High School: Stephen Decatur

Community

  • Association: Yes
  • Assoc. Name: OCEAN PINES ASSOCIATION
  • Assoc. Fees Include: Common Area Maintenance, Management, Reserve Funds, Road Maintenance
  • Pets Allowed: Yes
  • Pets: Dogs OK, Cats OK

Heating & Cooling

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

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable TV

Structural Information

  • Architectural Style: Coastal, Contemporary
  • Structure Type: Detached
  • Construction: Frame, Stick Built
  • Foundation: Crawl Space
  • Roof: Asphalt
  • Windows: Insulated
  • Doors: Sliding Glass, Storm
  • Stories Description: Main
  • Square Feet: 1,639
  • Sq. Ft. Source: Assessor
  • Living Area: 1,639 Sq. Ft.
  • Finished Above Grnd: 1,639 Sq. Ft.
  • Year Built: 1993
  • Year Built Source: Assessor
  • Property Condition: Excellent

Lot Features

  • Property View: Garden/Lawn
  • Lot Size (Acres): 0.28
  • Lot Size (Sq. Ft.): 12,142
  • Lot Size Source: Assessor
  • Zoning: R-2
  • Lot Description: Backs to Trees

Financial Considerations

  • Price Per Sq. Ft.: $304.45
  • Association Fee: $875
  • Assoc Fee Freq.: Annually
  • Other Fee: $200
  • Other Fee Freq.: One Time
  • Assessment Year: 2026
  • County Tax: $2,806
  • County Tax Freq: Annually
  • Tax w/Assessment: $387,233
  • Tax Amount: $3,191
  • Tax Year: 2025
  • Tax Total Finished Sq. Ft.: 1639

Disclosures and Reports

  • Ownership: Fee Simple
  • Exclusions: Black table on Patio, personal items and artwork
  • Inclusions: Patio Furniture, Other furniture maybe negotiable
  • Section: 9
  • Lot Number: 210

Listed by Berkshire Hathaway HomeServices PenFed Realty - OP, Deborah K. Bennington

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Listing agent

— 4 Southwind Ct —

  • Deborah K. Bennington

    Berkshire Hathaway HomeServices PenFed Realty - OP

Listing Office Email: oceanpines@penfedrealty.com

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 4 Southwind Ct

School District:Worcester County Public Schools
NameGradesDistance
Showell Elementary School
11318 Showell School Road, Berlin, MD 21811
PK-32.6 mi
Berlin Intermediate School
309 Franklin Avenue, Berlin, MD 21811
4-65 mi
Stephen Decatur Middle School, Berlin, MD
9815 Seahawk Road, Berlin, MD 21811
7-83.9 mi
Stephen Decatur High School
9913 Seahawk Road, Berlin, MD 21811
9-123.7 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 4 Southwind Ct Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/18/2026
Listed
$499,000
10.89%
MLS
5/15/2024
Sold
$450,000
—
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 4 Southwind Ct

Year
Property Taxes
Change
Tax Assessment
Change
2023
$2,109
—
$344,267
24%
2023
$2,109
8%
$278,300
9%
2021
$1,954
—
$255,300
10%
2021
$1,954
3%
$232,300
3%
2021
$1,898
3%
$226,033
3%
2020
$1,843
4%
$219,767
3%
2019
$1,771
4%
$213,500
8%
2018
$1,709
4%
$198,300
8%
2017
$1,649
4%
$183,100
9%
2016
$1,590
7%
$167,900
—
2015
$1,481
—
$167,900
—
2014
$1,481
—
$167,900
—
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.

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Listed by Berkshire Hathaway HomeServices PenFed Realty - OP, Deborah K. Bennington

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4 Southwind Court, Ocean Pines, MD 21811 (MLS# MDWO2037016) is a Single Family property with 3 bedrooms and 2 full bathrooms. 4 Southwind Court is currently listed for $499,000 and was received on March 18, 2026. Want to learn more about 4 Southwind Court? 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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