OFF MARKET

Off Market Jan 2021 for $377K

$531,107

Est. refi paymentEst. refi $2,468/mo

•

1,953

sq ft

101 Windjammer Rd, Ocean Pines, MD 21811

About this home

Golf Course home located in the Ocean Pines Resort just minutes to Ocean City Beaches. This beautiful home features A New Over-sized Two Car Side Entrance Garage with extra an storage area. Easy access to main home through garage or front entrance with large covered front porch. New waterproof smart core flooring, Granite counters, Solid wood slow closed cabinets, Stainless Steel Appliances, Laundry Room, Master Bedroom with Golf Course View, New HVAC System, Updated Electric, New Hot Water Heater, New Roof and more. Come explore everything Ocean Pines community has to offer with 9 miles of waterfront, Four outdoor Pools, One indoor Pool, 18 Hole Robert Trent Jones Golf Course, Yacht Club with Full restaurant, Two Marinas, Numerous Launch Sites, Tennis Complex, Soccer, Basketball, Pickle Ball, Playgrounds, Parks, Walking Trails, Skateboard Park, Two Volunteer Fire Stations, Police, Community Garden and Dog Park, OC Beach Club and Parking , Kayak Rentals, Farmers Market, Social Clubs and Civic Organizations…. . This home is a must see…. Call for a private showing today.

Single-familyProperty Type

1976Year Built

9,000 sq ftLot Size

$272Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Carol Proctor • Berkshire Hathaway HomeServices PenFed Realty

•410-524-7000 (broker)

•oceancity@penfedrealty.com (broker)

Bought with Ryan Haley • Atlantic Shores Sotheby's International Realty

•410-524-0919 (broker)

•ryan@ryanhaley.com (broker)

Redfin checked: 2 minutes ago

•Source:BRIGHT MLS #MDWO119000

Redfin Estimate

$531,107

$154K since sold in January 2021$5,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 46.6% higher than the average sale price ($362K) of 6 comparable homes.

SOLD AUG 21, 2026
$380,000
A
3 beds2 baths1,296 sq ft
25 Rabbit Run Ln, Ocean Pines, MD 21811
SOLD MAY 1, 2026
$309,000
B
3 beds2 baths1,290 sq ft
22 Rabbit Run Ln, Ocean Pines, MD 21811
SOLD DEC 16, 2025
$360,000
C
3 beds2 baths1,496 sq ft
4 Surfers Way, Ocean Pines, MD 21811
SOLD JUN 22, 2026
$390,000
D
3 beds2 baths1,722 sq ft
51 Newport Dr, Ocean Pines, MD 21811
SOLD JUN 5, 2026
$380,000
E
3 beds2 baths1,585 sq ft
48 Windjammer Rd, Ocean Pines, MD 21811
SOLD JUL 23, 2026
$354,900
F
3 beds2 baths1,170 sq ft
62 Newport Dr, Ocean Pines, MD 21811

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Earn from this home

Sell

$229,537

Est. take-home

List your home with Redfin and save $5,311

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$2,844/mo

Redfin rental estimate

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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

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12540 River Run Ln Unit 104 B, Berlin, MD 21811
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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
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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
COMING SOON
$399,900
4 beds3 baths1,728 sq ft
25 Royal Oaks Dr, Ocean Pines, MD 21811
(443) 856-2211
See all

Provided by Redfin

Sale history for 101 Windjammer Rd

Date

Event

Price

BRIGHT MLS #MDWO119000

Jan 29, 2021

Sold

$377,500

$193/sq ft

Jan 15, 2021

Pending

—

Dec 21, 2020

Contingent

—

Dec 11, 2020

Listed

$379,900

$195/sq ft

BRIGHT MLS #1000519920

Mar 16, 2018

Sold

$105,000

$54/sq ft

Feb 6, 2018

Listed

$125,000

$64/sq ft

Public Records

Oct 18, 1984

Sold

$48,500

$25/sq ft

Public Records

May 9, 1983

Sold

$48,500

$25/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$4,297 (+12.9%)

2025

$3,807 (+11.2%)

2024

$3,423 (+8.7%)

2023

$3,148 (+9.6%)

2022

$2,873 (+10.1%)

2021

$2,610 (+77.1%)

2020

$1,474 (+3.0%)

$77,000 + $195,700

$272,700

2019

$1,431 (+4.2%)

2018

$1,373 (+5.8%)

$72,000 + $73,000

$145,000

2017

$1,298 (+5.4%)

2016

$1,231 (+10.0%)

$72,000 + $72,400

$144,400

2015

$1,119 (+2.5%)

$72,000 + $72,400

$144,400

2014

$1,092 (+0.3%)

2013

$1,089 (+11.7%)

2012

$975 (+2.4%)

2011

$952 (+4.0%)

2010

$916 (+3.4%)

2009

$886

Tax history for 101 Windjammer Rd

Year

Property tax

Land + Additions

Assessment*

2026

$4,297 (+12.9%)

2025

$3,807 (+11.2%)

2024

$3,423 (+8.7%)

2023

$3,148 (+9.6%)

2022

$2,873 (+10.1%)

2021

$2,610 (+77.1%)

2020

$1,474 (+3.0%)

$77,000 + $195,700

$272,700

2019

$1,431 (+4.2%)

2018

$1,373 (+5.8%)

$72,000 + $73,000

$145,000

2017

$1,298 (+5.4%)

2016

$1,231 (+10.0%)

$72,000 + $72,400

$144,400

2015

$1,119 (+2.5%)

$72,000 + $72,400

$144,400

2014

$1,092 (+0.3%)

2013

$1,089 (+11.7%)

2012

$975 (+2.4%)

2011

$952 (+4.0%)

2010

$916 (+3.4%)

2009

$886

*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

9,000 Sq. Ft.

Year renovated

—

Sq. Ft.

1,954

Year built

1976

Style

Single Family Residential

County

Worcester County

APN

03 037649

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: 2
Garage Features: Garage - Side Entry, Additional Storage Area, Garage Door Opener, Oversized
# of Total Garage and Parking Spaces: 6
Has Garage
# of Garage Spaces: 2
Driveway - # of Spaces: 4
Gravel Driveway, Private
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, Exhaust Fan, Microwave, Refrigerator, Stainless Steel Appliances, Stove, Washer, Water Heater
Door Features: Insulated, Six Panel, Sliding Glass
Flooring Type: Ceramic Tile, Carpet, Laminated
Not Furnished
Interior Features: Breakfast Area, Carpet, CeilngFan(s), Combination Kitchen/Dining, Combination Kitchen/Living, Dining Area, Entry Level Bedroom, Family Room Off Kitchen, Floor Plan - Open, Kitchen - Eat-In, Kitchen - Island, Recessed Lighting, Tub Shower, Upgraded Countertops, Walk-in Closet(s)
Living Area Sq.Ft. Source: Estimated
Wall & Ceiling Types: Dry Wall

Room Information
Laundry Type: Washer In Unit, Dryer In Unit

Basement Information
Basement: No

Exterior

Property Information
Not Federal Flood Zone
Total Below Grade Sq. Ft.: 0
Horse: No
Ownership Interest: Fee Simple
Property Condition: Excellent
Year Built Source: Assessor

Building Information
Building Name: NONE AVAILABLE
Construction Materials: Shingle Siding
Foundation Details: Block
Other Structures: Above Grade, Below Grade
Outdoor Living Structures: Porch(es), Deck(s)
Pets Allowed: Yes
Pet Restrictions: Cats OK, Dogs OK
Roof: Architectural Shingle
Structure Type: Detached
Window Features: Energy Efficient, ENERGY STAR Qualified, Double Hung, Insulated, Low-E, Screens
Building Not Winterized

Exterior Information
Play Area, Street Lights

Lot Information
Lot Features: Open
Lot Size Dimensions: 0.00 x 0.00
Lot Dimensions Source: Assessor
Navigable Water
Tidal Water: No

Above Grade Information
Finished Sq.Ft.: 1,953
Finished Sq.Ft. Source: Estimated

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

Financial

Tax Information
County Tax: $1,339
Tax Assessed Value: $158,500
Tax Year: 2020
Tax Annual Amount: $1,517

Assessments Information
Year Assessed: 2020

Lease Information
Lease Considered: No

Utilities

Utilities Information
Cable, Satellite
Central Air
Cooling Type: Central A/C
Cooling Fuel: Electric
220 Volts
Central, Heat Pump(s)
Heating Fuel: Electric
Hot Water: Electric, 60+ Gallon Tank
Sewer Septic: Public Sewer
Cable TV
Water Source: Public

Location

Homeowners Association Information
HOA/Condo/Coop Fee Includes: Pool(s), Recreation Facility, Road Maintenance, Reserve Funds, Snow Removal, Other
HOA/Condo/Coop Amenities: Basketball Courts, Beach Club, Bike Trail, Boat Ramp, Common Grounds, Golf Course, Jog/Walk Path, Marina/Marina Club, Pool - Outdoor, Pool - Indoor, Other, Tennis Courts

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: Listing Agent
Middle School Source: Listing Agent
High School Source: Listing Agent
School District Source: Listing Agent

Location Information
Outside City Limits
Directions: North Gate, Rt on Capetown, Rt on Windjammer
Entry Floor Number: 1
Location Type: Adjoins Golf Course

Waterfrontage Information
Water Access Features: Public Access, Canoe/Kayak, Boat - Powered
Water Access
Water Oriented
Water Body Type: Bay

Public facts

Beds: —
Baths: 2.0
Sq. Ft.: 1,954
Stories: 1.0
Lot Size: 9,000 square feet
Style: Single Family Residential
Year Built: 1976
Year Renovated: —
County: Worcester County
APN: 03 037649

Home facts updated by county records on Aug 21, 2026

Around this home

Schools

Showell Elementary School

Public PreK-4 • Assigned • 1.7mi

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

1/10 Flood Factor

Minimal risk 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

$505,000 – $611,000

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Nearby similar homes

3D WALKTHROUGH

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12 Cove Ln, Ocean Pines, MD 21811

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NEW CONSTRUCTION

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10785 Windmill Creek Ln, Berlin, MD 21811

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New listings for sale in 21842

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COMING SOON

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

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3D WALKTHROUGH

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COMING SOON

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12121 Pimlico Ln, Berlin, MD 21811

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392 Timberline Cir, Ocean Pines, MD 21811

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Home values near 101 Windjammer Rd

Data from public records.

Address	Redfin Estimate
97 Windjammer Rd, Berlin, MD - Beds \| 2.5 Baths \| 2058 Sq. Ft.	$460,063
108 Windjammer Rd, Ocean Pines, MD 3 Beds \| 3 Baths \| 1728 Sq. Ft.	$394,599

Address	Redfin Estimate
111 Windjammer Rd, Ocean Pines, MD 3 Beds \| 2.5 Baths \| 2823 Sq. Ft.	$634,141
87 Windjammer Rd, Ocean Pines, MD 4 Beds \| 3.5 Baths \| 2982 Sq. Ft.	$653,488

Address	Redfin Estimate
110 Windjammer Rd, Ocean Pines, MD - Beds \| 2 Baths \| 1232 Sq. Ft.	$367,395
91 Windjammer Rd, Ocean Pines, MD 3 Beds \| 2.5 Baths \| 2075 Sq. Ft.	$466,748

Property information provided by BRIGHT MLS when last listed in 2020. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 21811, MD

Sale history for 101 Windjammer Rd

Tax history for 101 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 21842

Home values near 101 Windjammer Rd

More real estate resources