OFF MARKET

Off Market Jun 2022 for $450K

$448,318

Est. refi paymentEst. refi $2,935/mo

•

1,522

sq ft

261 Windjammer Rd, Ocean Pines, MD 21811

About this home

One Level living at its finest is now available for your immediate enjoyment. This lovingly cared home is located on the 9th Tee of Ocean Pines Robert Trent premier golf course. This Custom Built 3 bedroom 2 bath home boasts an Open Floor plan with stunning Bamboo floors, Cathedral Ceilings, Mantled Fireplace, Chef style Kitchen, Sunroom, expansive Screen Porch, Deck extensive Hardscape, Hot Tub and Energy efficient Tesla solar panels. As you entered into the sun filled home you will delight in the open concept views of golf course throughout and a perfect floor plan for entertaining family and friends. Home recent enhancements include newer stainless steel microwave, electric stove, Corian counter tops, tile baths, nest thermostat, new steps to attic, dehumidifier in crawl space, stone patio and and wall, new garage opener and key pad. Home is complete with oversize one car garage and paved driveway that can accommodate your boats and multiple cars! Hot Tub and TV's included and some furniture maybe purchased separately. Located only minutes from Maryland Beaches with an array of community amenities including multiple pools, community center, marina, boat ramp, club house, basketball, volleyball, tennis and golf with membership. Total square footage with sunroom has not been adjusted accordingly to Tax Record. Whether a home year round or a seasonal retreat, this home defines Coastal living at its finest! Call now for your private showing!

Single-familyProperty Type

1994Year Built

10,326 sq ftLot Size

$295Est. Price/Sq.Ft.

1 garage spacesParking

Listed by Debbie Bennington • Berkshire Hathaway HomeServices PenFed Realty - OP

•410-208-3500 (broker)

•oceanpines@penfedrealty.com (broker)

Bought with Sandra Dougan • Berkshire Hathaway HomeServices PenFed Realty - OP

•410-208-3500 (broker)

•oceanpines@penfedrealty.com (broker)

Redfin checked: 4 minutes ago

•Source:BRIGHT MLS #MDWO2006426

Redfin Estimate

$448,318

$1,682 since sold in June 2022$8,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 11.1% higher than the average sale price ($404K) of 6 comparable homes.

SOLD JUN 26, 2026
$399,900
A
3 beds2 baths1,008 sq ft
16 Marview Dr, Ocean Pines, MD 21811
SOLD MAR 20, 2026
$449,000
B
3 beds2 baths1,739 sq ft
14 Liberty St, Ocean Pines, MD 21811
SOLD JUN 25, 2026
$378,000
C
3 beds2 baths1,148 sq ft
35 Liberty St, Ocean Pines, MD 21811
SOLD SEP 12, 2025
$344,900
D
3 beds2 baths1,418 sq ft
50 Cresthaven Dr, Ocean Pines, MD 21811
SOLD MAY 21, 2026
$360,000
E
3 beds2 baths1,032 sq ft
5 Liberty St, Ocean Pines, MD 21811
SOLD JUL 17, 2026
$490,000
F
3 beds2 baths1,870 sq ft
89 Cresthaven Dr, Ocean Pines, MD 21811

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$89,500

Est. take-home

List your home with Redfin and save $4,483

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$2,828/mo

Redfin rental estimate

List your home for rent

Market trends in 21811, MD

Last updated August 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

97.8%

0.5% MoM

Median sale price

$490K

$15K MoM

Avg. days on market

59d

6 days MoM

Recently sold homes

204

11 MoM

New listings for sale

$470,000
7 beds4 baths2,768 sq ft
5 Church St, Berlin, MD 21811
(443) 552-7579
3D WALKTHROUGH
$785,000
3 beds3.5 baths2,471 sq ft
12911 Sand Bar Ln #1, Ocean City, MD 21842
(410) 208-3500
COMING SOON
$444,900
4 beds3 baths2,059 sq ft
12540 River Run Ln Unit 104 B, Berlin, MD 21811
(410) 208-9200
3D WALKTHROUGH
$485,000
3 beds2 baths1,892 sq ft
13 Catalpa Ln, Ocean Pines, MD 21811
(443) 552-7579
$510,500
3 beds2 baths2,048 sq ft
21 Castle Dr, Ocean Pines, MD 21811
(410) 208-9200
COMING SOON
$394,500
3 beds2 baths1,536 sq ft
14 Willow Way, Ocean Pines, MD 21811
(410) 208-9200
$1,050,000
4 beds3.5 baths3,342 sq ft
12121 Pimlico Ln, Berlin, MD 21811
(443) 552-7579
$419,900
3 beds2 baths1,456 sq ft
55 Martinique Cir, Ocean Pines, MD 21811
(410) 524-0919
$222,000
1 bed1 bath660 sq ft
392 Timberline Cir, Ocean Pines, MD 21811
(302) 360-0300
$485,000
4 beds3.5 baths2,765 sq ft
8663 Bat Creek Loop Ln #3, Berlin, MD 21811
(410) 723-1895
See all

Provided by Redfin

Sale history for 261 Windjammer Rd

Date

Event

Price

BRIGHT MLS #MDWO2006426

Jun 27, 2022

Sold

$450,000

$296/sq ft

May 23, 2022

Pending

—

May 15, 2022

Contingent

—

May 12, 2022

Listed

$379,900

$250/sq ft

BRIGHT MLS #1000625948

Aug 19, 2003

Sold

$239,900

$158/sq ft

Jun 30, 2003

Listed

$239,900

$158/sq ft

Public Records

Mar 14, 1994

Sold

$25,000

$16/sq ft

Public Records

Feb 27, 1992

Sold

$7,750

$5/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$3,166 (+11.1%)

2025

$2,849 (+9.0%)

2024

$2,613 (+6.7%)

2023

$2,450 (+13.2%)

2022

$2,164 (+3.1%)

2021

$2,099 (+3.1%)

2020

$2,037 (+3.1%)

$82,500 + $140,300

$222,800

2019

$1,976 (+4.2%)

2018

$1,897 (+2.8%)

$77,500 + $122,800

$200,300

2017

$1,845 (+6.0%)

2016

$1,740 (+7.3%)

$77,500 + $106,300

$183,800

2015

$1,621

$77,500 + $106,300

$183,800

2014

$1,621 (−15.9%)

2013

$1,928 (+12.3%)

2012

$1,717 (+2.5%)

2011

$1,675 (+0.8%)

2010

$1,662 (+3.3%)

2009

$1,609

Tax history for 261 Windjammer Rd

Year

Property tax

Land + Additions

Assessment*

2026

$3,166 (+11.1%)

2025

$2,849 (+9.0%)

2024

$2,613 (+6.7%)

2023

$2,450 (+13.2%)

2022

$2,164 (+3.1%)

2021

$2,099 (+3.1%)

2020

$2,037 (+3.1%)

$82,500 + $140,300

$222,800

2019

$1,976 (+4.2%)

2018

$1,897 (+2.8%)

$77,500 + $122,800

$200,300

2017

$1,845 (+6.0%)

2016

$1,740 (+7.3%)

$77,500 + $106,300

$183,800

2015

$1,621

$77,500 + $106,300

$183,800

2014

$1,621 (−15.9%)

2013

$1,928 (+12.3%)

2012

$1,717 (+2.5%)

2011

$1,675 (+0.8%)

2010

$1,662 (+3.3%)

2009

$1,609

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

—

Baths

Stories

Lot width

—

Lot depth

—

Lot size

10,326 Sq. Ft.

Year renovated

—

Sq. Ft.

1,522

Year built

1994

Style

Single Family Residential

County

Worcester County

APN

03 059502

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 21, 2026.

Property details

Parking

Parking Information
# of Attached Garage Spaces: 1
Garage Features: Garage - Front Entry
# of Total Garage and Parking Spaces: 5
Has Garage
# of Garage Spaces: 1
Driveway - # of Spaces: 4
Asphalt Driveway
Attached Garage, Driveway

Interior

Bedroom Information
# of Bedrooms On Main Level: 3

Bathroom Information
# of Bathrooms (Full) On Main Level: 2
# of Bathrooms (Full): 2

Interior Information
Appliances: Built-In Microwave, Dishwasher, Disposal, Dryer, Oven/Range - Electric, Stainless Steel Appliances, Washer, Water Heater
Door Features: Sliding Glass, Storm
Flooring Type: Bamboo, Carpet, Ceramic Tile
Not Furnished
Interior Features: Carpet, CeilngFan(s), Combination Dining/Living, Combination Kitchen/Dining, Dining Area, Floor Plan - Open, Kitchen - Gourmet, Pantry, Master Bath(s), Stall Shower, Tub Shower, Upgraded Countertops, Window Treatments, Wood Floors
Living Area Sq.Ft. Source: Assessor

Room Information
Dining Room, Master Bedroom, Bedroom 2, Bedroom 3, Kitchen, Sun/Florida Room, Great Room, Master Bathroom, Screened Porch
Laundry Type: Main Floor

Fireplace Information
Has Fireplace
# of Fireplaces: 1
Corner, Fireplace - Glass Doors (N), Mantel(s)

Basement Information
Basement: No

Exterior

Property Information
Not Federal Flood Zone
Total Below Grade Sq. Ft.: 0
Accessibility Features: 36"+ wide Halls
Horse: No
Ownership Interest: Fee Simple
Property Condition: Excellent
Year Built Source: Assessor

Building Information
Building Name: NONE AVAILABLE
Construction Materials: Frame, Stick Built
Foundation Details: Crawl Space
Other Structures: Above Grade, Below Grade
Outdoor Living Structures: Deck(s), Enclosed, Porch(es), Screened
Pets Allowed: Yes
Pet Restrictions: Cats OK, Dogs OK
Roof: Asphalt
Structure Type: Detached
Window Features: Double Pane, Insulated, Screens
Building Not Winterized

Exterior Information
Hot Tub, Extensive Hardscape

Pool Information
Community Pool Features: Heated
Community Pool

Lot Information
Lot Features: Cleared, Partly Wooded
Lot Size Dimensions: 0.00 x 0.00
Lot Dimensions Source: Assessor
Tidal Water: No

Above Grade Information
Finished Sq.Ft.: 1,522
Finished Sq.Ft. Source: Assessor

Below Grade Information
Unfinished Sq.Ft. Source: Assessor
Finished Sq.Ft. Source: Assessor

Financial

Tax Information
County Tax: $1,883
Tax Assessed Value: $222,800
Tax Year: 2021
Tax Annual Amount: $2,132

Assessments Information
Year Assessed: 2021

Utilities

Utilities Information
Central Air
Cooling Type: Central A/C, Ceiling Fan(s)
Cooling Fuel: Electric
200+ Amp Service
Central, Solar - Active
Heating Fuel: Central, Electric
Hot Water: Electric
Sewer Septic: Public Sewer
Natural Gas Available
Water Source: Public

Location

Homeowners Association Information
HOA/Condo/Coop Fee Includes: Common Area Maintenance, Management, Reserve Funds, Road Maintenance
HOA/Condo/Coop Amenities: Baseball Field, Basketball Courts, Beach Club, Bike Trail, Boat Ramp, Community Center, Dog Park, Golf Course Membership Available, Gift Shop, Jog/Walk Path, Lake, Library, Marina/Marina Club, Picnic Area, Pool - Indoor, Pool - Outdoor, Pool Mem Avail, Racquet Ball, Tennis Courts, Tot Lots/Playground
HOA Fee: $896
HOA Fee Frequency: Annually
Other Fees: $100
Other Fees Frequency: One Time

School Information
Elementary School: SHOWELL
Middle Or Junior School: STEPHEN DECATUR
High School: STEPHEN DECATUR
School District Name: WORCESTER COUNTY PUBLIC SCHOOLS
Elementary School Source: 3rd Party
Middle School Source: 3rd Party
High School Source: 3rd Party
School District Source: 3rd Party

Location Information
Outside City Limits
Directions: Route 589 to the North Gate of Ocean Pines follow Ocean Parkway take right on Windjammer and home is on the left on 9th hole of golf course
Location Type: Adjoins Golf Course
Transportation: Airport less than 10 miles

Public facts

Beds: —
Baths: 2.0
Sq. Ft.: 1,522
Stories: 1.0
Lot Size: 10,326 square feet
Style: Single Family Residential
Year Built: 1994
Year Renovated: —
County: Worcester County
APN: 03 059502

Home facts updated by county records on Aug 21, 2026

Around this home

Schools

Showell Elementary School

Public PreK-4 • Assigned • 2.3mi

8/10

Stephen Decatur Middle School

Public 7-8 • Assigned • 4.2mi

10/10

Stephen Decatur High School

Public 9-12 • Assigned • 3.9mi

7/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

6/10 Flood Factor

Estimated 67-75% chance of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

8/10 Heat Factor

7 days above 103° expected this year, 17 days in 30 years

8/10 Wind Factor

80% chance of strong winds in next 30 years

2/10 Air Factor

2 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Ocean Pines, MD • 21811

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9.2 hours in June and 5.5 hours in December, which is comparable to the U.S. average for solar exposure.

9.2 hrs

5.5 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$426,000 – $516,000

Reach more buyers when you sell with Redfin. Save up to $4,483 in fees. 3 minutes to get started.

Get a free, detailed breakdown of how we calculated your estimate.

Nearby similar homes

3D WALKTHROUGH

$485,000

3 beds2 baths1,892 sq ft

13 Catalpa Ln, Ocean Pines, MD 21811

(443) 552-7579

$412,000

4 beds2 baths1,344 sq ft

15 Raft Rd, Ocean Pines, MD 21811

(410) 816-0066

$349,900

2 beds2 baths1,616 sq ft

170 Windjammer Rd, Ocean Pines, MD 21811

(410) 524-7888

FOR SALE BY OWNER

$249,000

4 beds2 baths1,418 sq ft

438 Ocean Pkwy, Ocean Pines, MD 21811

$419,900

3 beds2 baths1,420 sq ft

3 Rabbit Run Ln, Ocean Pines, MD 21811

(866) 987-3937

NEW CONSTRUCTION

$879,900

5 beds3.5 baths3,135 sq ft

4 Preakness Dr, Berlin, MD 21811

(410) 208-9200

New listings for sale in 21811

$470,000

7 beds4 baths2,768 sq ft

5 Church St, Berlin, MD 21811

(443) 552-7579

3D WALKTHROUGH

$785,000

3 beds3.5 baths2,471 sq ft

12911 Sand Bar Ln #1, Ocean City, MD 21842

(410) 208-3500

COMING SOON

$444,900

4 beds3 baths2,059 sq ft

12540 River Run Ln Unit 104 B, Berlin, MD 21811

(410) 208-9200

3D WALKTHROUGH

$485,000

3 beds2 baths1,892 sq ft

13 Catalpa Ln, Ocean Pines, MD 21811

(443) 552-7579

$510,500

3 beds2 baths2,048 sq ft

21 Castle Dr, Ocean Pines, MD 21811

(410) 208-9200

COMING SOON

$394,500

3 beds2 baths1,536 sq ft

14 Willow Way, Ocean Pines, MD 21811

(410) 208-9200

$1,050,000

4 beds3.5 baths3,342 sq ft

12121 Pimlico Ln, Berlin, MD 21811

(443) 552-7579

$419,900

3 beds2 baths1,456 sq ft

55 Martinique Cir, Ocean Pines, MD 21811

(410) 524-0919

$222,000

1 bed1 bath660 sq ft

392 Timberline Cir, Ocean Pines, MD 21811

(302) 360-0300

Home values near 261 Windjammer Rd

Data from public records.

Address	Redfin Estimate
265 Windjammer Rd, Ocean Pines, MD 3 Beds \| 2 Baths \| 2050 Sq. Ft.	$408,885
262 Windjammer Rd, Ocean Pines, MD 3 Beds \| 2 Baths \| 1218 Sq. Ft.	$356,174

Address	Redfin Estimate
272 Windjammer Rd, Ocean Pines, MD 3 Beds \| 2 Baths \| 2100 Sq. Ft.	$402,246
260 Windjammer Rd, Ocean Pines, MD - Beds \| 2.5 Baths \| 1362 Sq. Ft.	$391,737

Address	Redfin Estimate
263 Windjammer Rd, Ocean Pines, MD 3 Beds \| 2.5 Baths \| 2025 Sq. Ft.	$530,713
254 Windjammer Rd, Ocean Pines, MD - Beds \| 2 Baths \| 1296 Sq. Ft.	$349,616

Property information provided by BRIGHT MLS when last listed in 2022. This data may not match . Learn more.

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

21813 homes for sale
19975 homes for sale
21842 homes for sale
21811 homes for sale

Houses for rent in Ocean Pines	Agents near me	Rockville, MD homes for sale	Ocean Pines Housing Market
Houses for sale near me	Baltimore, MD homes for sale	Frederick, MD homes for sale
Land for sale near me	Bethesda, MD homes for sale	Columbia, MD homes for sale
Open Houses near me	Silver Spring, MD homes for sale	Ocean Pines Property Records
Condos for sale near me	Bowie, MD homes for sale	MD New Listings

Glen Riddle homes for sale
Ocean Pines Terns Landing homes for sale
White Horse Park homes for sale

Fenwick Island homes for sale
Ocean City homes for sale
Bethany Beach homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 21811, MD

Sale history for 261 Windjammer Rd

Tax history for 261 Windjammer Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 21811

Home values near 261 Windjammer Rd

More real estate resources