59 Windjammer Road

Closed 5/31/11

Sold

Last Sold Price

$362,500

3 beds3 baths2,716 sqft$133/sqft

59 Windjammer Rd, Ocean Pines, MD 21811

Single FamilyProperty Type

10,113 sq ftLot Size

2002Year Built

$133/sq ftPrice per sq ft

$808/yrHOA Fees

Description

An exquisite home with a superb view of the Par 5 fourth hole of the Robert Trent Jones Golf Course. This custom built home is positioned behind the green gazing down this challenging 590 yard hole. Custom features include heated ceramic tile floors in all 3 bathrooms, kitchen and sunroom; walk in kitchen pantry, wine room, walk in attic, enclosed and conditioned crawl space. Also enjoy the gas fireplace, expansive loft currently used as office and den area, large kitchen w/granite countertops, two...An exquisite home with a superb view of the Par 5 fourth hole of the Robert Trent Jones Golf Course. This custom built home is positioned behind the green gazing down this challenging 590 yard hole. Custom features include heated ceramic tile floors in all 3 bathrooms, kitchen and sunroom; walk in kitchen pantry, wine room, walk in attic, enclosed and conditioned crawl space. Also enjoy the gas fireplace, expansive loft currently used as office and den area, large kitchen w/granite countertops, two master suites along with a third bedroom and bath, exercise room, central station alarm system. Most rooms are wired for stereo. Exterior features include a deck and patio overlooking the golf course, a paved drive and two car garage. Virtual tour at RealEstateShows.com/562231.

Listed by: Mary Ann O'Malley 443.614.6212 momalley819@gmail.com • RE/MAX Premier Properties - Berlin

Listing closed: 05/31/2011 12:00 AM • Source: BRIGHT, MLS#: 1000533714

Recent comparable sales

Median sold price

$405,000

Avg days on market

117

Sale-to-list ratio

85.6%

a view of a house with a tree in the background

1/96

$350,000

Sold 06/18/25

3
Bedrooms: 3
Bathrooms: 1,734
Square Feet: 0.18
Acres

3 Sailors Way, Ocean Pines, MD 21811

1/84

$359,000

Sold 09/24/24

3
Bedrooms: 3
Bathrooms: 1,677
Square Feet: 0.22
Acres

54 Birdnest Drive, Ocean Pines, MD 21811

a view of a house with backyard and sitting area

1/17

$325,000

Sold 01/16/26

3
Bedrooms: 3
Bathrooms: 1,936
Square Feet: 0.25
Acres

122 Sandyhook Road, Ocean Pines, MD 21811

1/26

$381,600

Sold 01/16/26

3
Bedrooms: 3
Bathrooms: 1,728
Square Feet: 0.18
Acres

1 Windward Court, Ocean Pines, MD 21811

1/51

$589,000

Sold 07/01/26

3
Bedrooms: 3
Bathrooms: 2,757
Square Feet: 0.17
Acres

240 Teal Circle, Ocean Pines, MD 21811

1/76

$805,000

Sold 11/15/24

3
Bedrooms: 3
Bathrooms: 2,320
Square Feet: 0.14
Acres

19 Harborview Drive, Ocean Pines, MD 21811

1/79

$405,000

Sold 10/02/25

3
Bedrooms: 2
Bathrooms: 2,315
Square Feet: 0.22
Acres

30 Cresthaven Drive, Ocean Pines, MD 21811

1/48

$429,000

Sold 11/21/25

3
Bedrooms: 3
Bathrooms: 1,786
Square Feet: 0.25
Acres

10 Cannon Drive, Ocean Pines, MD 21811

1/46

$425,000

Sold 11/03/25

4
Bedrooms: 3
Bathrooms: 2,671
Square Feet: 0.33
Acres

17 Juneway Lane, Ocean Pines, MD 21811

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$2,195 per month

30 year fixed, 6.55% Interest

Principal and Interest

$1,843

Property Taxes

$285

HOA Dues

$67

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Property Information for 59 Windjammer Road

Property Details

MLS Type: Residential / Fee Simple
County: Worcester County
Tax ID Number: 46761
Ownership: Fee Simple
HOA: Yes
Structure Type: Detached
Style: Contemporary
Levels/Stories: 1.5
Furnished: No
Waterfront: No
Views: Golf Course
Garage: Yes
Subdivision: OCEAN PINES - HUNTINGTON
Subdivision: OCEAN PINES - HUNTINGTON (WORCESTER MD)
Municipality: OCEAN PINES
Central Air: Yes
Basement: No
Above Grade Finished SQFT: 2,716.00
Above Grade Fin SQFT Source: Estimated
New Construction: No
Construction Completed: No

Building Information

Year Built: 2002
Lot Size: 0.23 AC / 10,113 SF

Location

School District Name: WORCESTER COUNTY PUBLIC SCHOOLS
School District County ID: 121138066543

Elementary School: SHOWELL (WORCESTER MD)
ElementarySchoolSource: Listing Agent
Middle Or Junior School: STEPHEN DECATUR (WORCESTER MD)
MiddleSchoolSource: Listing Agent
High School: STEPHEN DECATUR (WORCESTER MD)
HighSchoolSource: Listing Agent
County: WORCESTER
MLS Area: Worcester Ocean Pines

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

HOA Condo Coop Amenities: Beach Club, Boat Ramp, Club House, Pier/Dock, Golf Course, Pool - Indoor, Marina/Marina Club, Pool - Outdoor, Tennis Courts, Tot Lots/Playground
Type of Condo: Home Owner Association

Taxes and Assessment

County Tax: $3,284
City Town Tax: $0

Section: 06
Historic: No
Zoning: R-2
Zoning Dscrp: R
Tax Lot: 2

Lease Information

Concessions: No
Concessions Amount: $0

Concession Remarks: 0000

Rooms

Room List: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Sun/Florida Room, Other

Financial Information

Expenses

Trash Expense: $180
Water Sewer Expense: $800

Building Info

Total Finished SQFT: 2,716.00
Total Finished SQFT Source: Estimated

Total Finished SQFT Units: Square Feet
Total SQFT: 2,716.00
Total SQFT Source: Estimated
Floors In Unit Count: 1
Construction Materials: Frame, Vinyl Siding, Stick Built
Roof: Asphalt
Ext Main Mid-res: http://bright-media01.prd.brightmls.com/bright/images/0000/3043/4525/8917/304345258917_512_384_WM_W_dI7gRQ8TNOZEU_.jpg
Wall and Ceiling Types: Cathedral Ceilings
Foundation Details: Other, Crawl Space
# Bathrooms Full: 3
# Bathrooms Half: 0
Storage: Attic
Other Structure: Above Grade

Lot / Land Information

Lot Size Source: Estimated
Road Responsibility: Public

Parcel ID: 5381818

Parking

Type Of Parking: Off Street, Attached Garage
Total Garage Spaces: 2

Parking Features: Off Street

Interior Features

Interior Features: Entry Level Bedroom, Ceiling Fan(s), Upgraded Countertops, Walk-in Closet(s), Wine Storage, Window Treatments
Fireplace: Yes

Fireplaces Count: 1
Fireplace Features: Gas/Propane, Screen
Appliances: Dishwasher, Disposal, Dryer, Oven/Range - Electric, Icemaker, Refrigerator, Washer
Security Features: Security System
Window Features: Screens, Storm
Virtual Tour URL Unbranded: http://www.realestateshows.com/show.php?mls=basic&id=562231

Exterior Features

Outdoor Living Structures: Deck(s), Patio(s)
Pool: Yes - Community

Community Pool Features: Indoor

Utilities

Utilities: Cable TV
Heating: Yes

Cooling Type: Central A/C
Heating Type: Heat Pump(s), Zoned
Hot Water: Natural Gas
Water Source: Public
Sewer Septic: Public Sewer

Confidential Data

Listing Office

List Agent AOR: Coastal Association of REALTORS (MD)

Property History for 59 Windjammer Road

Date	Event & Source	Price	Appreciation
May 31, 2011	Closed (Public Record) Public Record #310991200	$362,500	—
May 31, 2011	Closed BRIGHT #1000533714	$362,500	—
Apr 25, 2011	Pending BRIGHT #1000533714		—
Nov 24, 2010	Listed (Active) BRIGHT #1000533714	$429,900	—
Apr 28, 2000	Closed BRIGHT #1000847506	$56,000	—
Apr 2, 2000	Pending BRIGHT #1000847506		—
Aug 20, 1999	Listed (Active) BRIGHT #1000847506	$59,900	—
Mar 11, 1995	Closed BRIGHT #1000841814	$35,000	—
Nov 26, 1994	Pending BRIGHT #1000841814		—
Sep 21, 1994	Listed (Active) BRIGHT #1000841814	$35,700	—

Date	Event & Source	Price
05/31/2011	Closed (Public Record) Public Record #310991200	$362,500
05/31/2011	Closed BRIGHT #1000533714	$362,500
04/25/2011	Pending BRIGHT #1000533714	—
11/24/2010	Listed (Active) BRIGHT #1000533714	$429,900
04/28/2000	Closed BRIGHT #1000847506	$56,000
04/02/2000	Pending BRIGHT #1000847506	—
08/20/1999	Listed (Active) BRIGHT #1000847506	$59,900
03/11/1995	Closed BRIGHT #1000841814	$35,000
11/26/1994	Pending BRIGHT #1000841814	—
09/21/1994	Listed (Active) BRIGHT #1000841814	$35,700

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

Public Records for 59 Windjammer Road

Taxable ValueLand-Additions-Total-

Tax Record2025$3,421 ($285 / month)

Home Facts

Beds0Baths3Total Finished SqFt3,388 SqFtAbove Grade Finished SqFt3,388 SqFtStories1Lot Size10,113 SqFtStyleSingle Family ResidenceYear Built2002Year Renovated2002ZoningR-2CountyWORCESTERAPN03-046761

Schools near 59 Windjammer Road

This home is within Worcester County Public Schools.


Rating	School	Type	Grades	Distance
8/10	Showell Elementary School	Public - Serves this home	PK to 4	1.9 mi
8/10	Berlin Intermediate School	Public - Serves this home	5 to 6	5.3 mi
10/10	Stephen Decatur Middle School	Public - Serves this home	7 to 8	4.3 mi
7/10	Stephen Decatur High School	Public - Serves this home	9 to 12	4.1 mi
NR	Worcester Technical High School	Public - Choice school	9 to 12	15.5 mi
NR	Cedar Chapel Special School	Public - Choice school	PK to 12	20.4 mi
NR	Most Blessed Sacrament Catholic School	Private - Nearby school	PK to 8	1.7 mi


Rating	School	Distance
8/10	Showell Elementary School PublicPK to 4 Serves this home	1.9 mi
8/10	Berlin Intermediate School Public5 to 6 Serves this home	5.3 mi
10/10	Stephen Decatur Middle School Public7 to 8 Serves this home	4.3 mi
7/10	Stephen Decatur High School Public9 to 12 Serves this home	4.1 mi
NR	Worcester Technical High School Public9 to 12 Choice school	15.5 mi
NR	Cedar Chapel Special School PublicPK to 12 Choice school	20.4 mi
NR	Most Blessed Sacrament Catholic School PrivatePK to 8 Nearby school	1.7 mi

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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Nearby home values

Address	Sold price	Beds	Baths	Sqft	Lot (Sqft)
This home: 59 Windjammer Road, Ocean Pines, MD 21811	$362,500	3	3	2,716	10,113
61 Windjammer Road, Ocean Pines, MD 21811	$264,000	3	2	1,396	10,113
63 Windjammer Road, Berlin, MD 21811	$315,000	4	3	2,396	10,113
98 Clubhouse Drive, Ocean Pines, MD 21811	–	–	–	–	–
62 Windjammer Road, Berlin, MD 21811	–	–	2	1,179	9,139
57 Windjammer Road, Berlin, MD 21811	–	–	2.5	2,086	10,113
58 Windjammer Road, Ocean Pines, MD 21811	$269,000	3	3	2,207	9,139
64 Windjammer Road, Ocean Pines, MD 21811	$342,900	3	3	2,562	9,477
26 Newport Drive, Ocean Pines, MD 21811	$205,000	3	2	1,232	7,700
65 Windjammer Road, Berlin, MD 21811	$70,000	–	2	1,838	9,448
24 Newport Drive, Berlin, MD 21811	–	–	2.5	1,596	7,700
28 Newport Drive, Ocean Pines, MD 21811	$246,000	4	2	1,864	7,959
67 Windjammer Road, Berlin, MD 21811	$429,000	3	2	1,706	9,000
56 Windjammer Road, Berlin, MD 21811	–	–	2	1,056	7,700
30 Newport Drive, Ocean Pines, MD 21811	$249,000	3	2	1,514	7,700
2 Brookton Lane, Ocean Pines, MD 21811	$189,000	3	2	1,288	9,866

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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 RE/MAX Premier Properties - Berlin

© 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 01/26/2022 06:11 PM

Ocean Pines, MD

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