Google street view image for 185 Windjammer Rd, Ocean Pines, MD 21811

Off Market Dec 2002 for $250K

$499,426

Est. refi paymentEst. refi $1,639/mo

•

2,200

sq ft

185 Windjammer Rd, Ocean Pines, MD 21811

About this home

Single-familyProperty Type

1990Year Built

9,000 sq ftLot Size

$227Est. Price/Sq.Ft.

2 car garageParking

Listed by Judy Froman • Non Subscribing Office

•844-552-7444 (broker)

•datacorrect@brightmls.com (broker)

Bought with LAURIE WALSH • Non Subscribing Office

•844-552-7444 (broker)

•datacorrect@brightmls.com (broker)

Redfin checked: a minute ago

•Source:BRIGHT MLS #1000618192

Redfin Estimate

$499,426

$249K since sold in December 2002$9,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 28.8% higher than the average sale price ($388K) of 6 comparable homes.

SOLD APR 20, 2026
$450,000
A
3 beds2.5 baths2,025 sq ft
65 Cresthaven Dr, Ocean Pines, MD 21811
SOLD JUN 16, 2026
$428,000
B
4 beds2 baths1,766 sq ft
4 Fantail Ct, Ocean Pines, MD 21811
SOLD AUG 10, 2026
$395,000
C
3 beds2.5 baths1,641 sq ft
7 Alden Ct, Ocean Pines, MD 21811
SOLD MAY 15, 2026
$340,000
D
3 beds2 baths1,343 sq ft
17 Falcon Bridge Rd, Ocean Pines, MD 21811
SOLD MAY 1, 2026
$309,000
E
3 beds2 baths1,290 sq ft
22 Rabbit Run Ln, Ocean Pines, MD 21811
SOLD OCT 2, 2025
$405,000
F
3 beds2 baths2,315 sq ft
30 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

$405,674

Est. take-home

List your home with Redfin and save $4,994

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$2,850/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

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
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 185 Windjammer Rd

Date

Event

Price

BRIGHT MLS #MDWO2037412

May 11, 2026

Listing Removed

—

Apr 27, 2026

Contingent

—

Apr 2, 2026

Listed

$437,000

$199/sq ft

Mar 30, 2026

Coming Soon

BRIGHT MLS #1000618192

Dec 14, 2002

Sold

$250,000

$114/sq ft

Aug 26, 2002

Listed

$259,900

$118/sq ft

BRIGHT MLS #1000593330

Mar 31, 2000

Sold

$177,000

$80/sq ft

Jun 30, 1999

Listed

$183,900

$84/sq ft

BRIGHT MLS #1000722996

Jun 28, 1999

Listing Removed

—

May 14, 1998

Listed

$183,900

$84/sq ft

Public Records

Dec 14, 1989

Sold

$32,500

$15/sq ft

Public Records

Mar 5, 1987

Sold

$10,473

$5/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$3,403 (+9.2%)

2025

$3,117 (+6.7%)

2024

$2,922 (+6.9%)

2023

$2,733 (+7.4%)

2022

$2,544 (+7.5%)

2021

$2,366 (+1.4%)

2020

$2,333 (+1.4%)

$82,000 + $165,200

$247,200

2019

$2,299 (+2.5%)

2018

$2,243

$77,000 + $159,800

$236,800

2017

$2,243 (−2.7%)

$77,000 + $159,800

$236,800

2016

$2,304 (+7.4%)

$77,000 + $166,300

$243,300

2015

$2,145

$77,000 + $166,300

$243,300

2014

$2,146 (−9.1%)

2013

$2,360 (+9.6%)

2012

$2,154

2011

$2,154 (−31.8%)

2010

$3,158 (+10.3%)

2009

$2,863

Tax history for 185 Windjammer Rd

Year

Property tax

Land + Additions

Assessment*

2026

$3,403 (+9.2%)

2025

$3,117 (+6.7%)

2024

$2,922 (+6.9%)

2023

$2,733 (+7.4%)

2022

$2,544 (+7.5%)

2021

$2,366 (+1.4%)

2020

$2,333 (+1.4%)

$82,000 + $165,200

$247,200

2019

$2,299 (+2.5%)

2018

$2,243

$77,000 + $159,800

$236,800

2017

$2,243 (−2.7%)

$77,000 + $159,800

$236,800

2016

$2,304 (+7.4%)

$77,000 + $166,300

$243,300

2015

$2,145

$77,000 + $166,300

$243,300

2014

$2,146 (−9.1%)

2013

$2,360 (+9.6%)

2012

$2,154

2011

$2,154 (−31.8%)

2010

$3,158 (+10.3%)

2009

$2,863

*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

2.5

Stories

Lot width

—

Lot depth

—

Lot size

9,000 Sq. Ft.

Year renovated

—

Sq. Ft.

1,885

Year built

1990

Style

Single Family Residential

County

Worcester County

APN

03 075656

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 21, 2026.

Property details

Parking

Parking Information
Garage Features: Garage Door Opener
Has Garage
# of Garage Spaces: 2
Off Street
Off Street, Attached Garage

Interior

Bathroom Information
# of Bathrooms (Half): 1
# of Bathrooms (Full): 2

Interior Information
Appliances: Central Vacuum, Dishwasher, Disposal, Dryer, Microwave, Oven/Range - Electric, Refrigerator, Washer
Not Furnished
Interior Features: CeilngFan(s), Skylight(s), WhirlPool/HotTub, Window Treatments
Living Area Sq.Ft. Source: Estimated
Wall & Ceiling Types: Cathedral Ceilings

Room Information
Living Room, Dining Room, Bedroom 2, Bedroom 3, Kitchen, Family Room, Bedroom 1

Fireplace Information
Has Fireplace
# of Fireplaces: 1
Wood

Basement Information
Basement: No

Exterior

Property Information
Federal Flood Insurance: No
# of Floors In Unit: 2
Ownership Interest: Fee Simple
Year Built Source: Estimated

Building Information
Construction Not Completed
Construction Materials: Frame, Vinyl Siding, Stick Built
Foundation Details: Block, Crawl Space
Other Structures: Above Grade
Outdoor Living Structures: Balcony
Roof: Asphalt
Storage: Attic
Structure Type: Detached
Window Features: Skylights, Insulated, Screens

Pool Information
Community Pool

Lot Information
Lot Features: Trees/Wooded
Tidal Water: No

Above Grade Information
Finished Sq.Ft.: 2,200
Finished Sq.Ft. Source: Estimated

Financial

Tax Information
County Tax: $1,212

Utilities

Utilities Information
Central Air
Cooling Type: Central A/C
Forced Air, Zoned
Heating Fuel: Natural Gas
Hot Water: Natural Gas
Sewer Septic: Public Sewer
Cable TV
Water Sewer Expense: $560
Water Source: Public

Location

Homeowners Association Information
HOA/Condo/Coop Amenities: Beach Club, Boat Ramp, Club House, Golf Course, Marina/Marina Club, Pool - Outdoor, Tennis Courts
HOA Fee: $530
HOA Fee Frequency: Annually

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

Location Information
Cross Street: 0.00
Municipality: OCEAN PINES
Road Responsibility: Public

Public facts

Beds: —
Baths: 2.5
Sq. Ft.: 1,885
Stories: 2.0
Lot Size: 9,000 square feet
Style: Single Family Residential
Year Built: 1990
Year Renovated: —
County: Worcester County
APN: 03 075656

Home facts updated by county records on Aug 21, 2026

Around this home

Schools

Showell Elementary School

Public PreK-4 • Assigned • 1.9mi

8/10

Stephen Decatur Middle School

Public 7-8 • Assigned • 4.0mi

10/10

Stephen Decatur High School

Public 9-12 • Assigned • 3.6mi

7/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

5/10 Flood Factor

Estimated 45-55% 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

91/ 100

Exceptional sunlight

Sunscore

This home receives average direct sun exposure in the zip code. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

9.3 hrs

5.8 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$475,000 – $575,000

Reach more buyers when you sell with Redfin. Save up to $4,994 in fees. 3 minutes to get started.

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

Nearby similar homes

$412,000

4 beds2 baths1,344 sq ft

15 Raft Rd, Ocean Pines, MD 21811

(410) 816-0066

NEW CONSTRUCTION

$879,900

5 beds3.5 baths3,135 sq ft

4 Preakness Dr, Berlin, MD 21811

(410) 208-9200

$222,000

1 bed1 bath660 sq ft

392 Timberline Cir, Ocean Pines, MD 21811

(302) 360-0300

$345,000

3 beds2 baths960 sq ft

270 Windjammer Rd, Ocean Pines, MD 21811

(443) 292-6767

$425,000

3 beds2 baths1,344 sq ft

150 Sandyhook Rd, Ocean Pines, MD 21811

(443) 856-2211

$625,000

3 beds2 baths1,500 sq ft

12 Cove Ln, Ocean Pines, MD 21811

(410) 547-1116

New listings for sale in 21842

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

Home values near 185 Windjammer Rd

Data from public records.

Address	Redfin Estimate
192 Windjammer Rd, Ocean Pines, MD - Beds \| 2 Baths \| 2306 Sq. Ft.	$483,525
171 Windjammer Rd, Ocean Pines, MD 3 Beds \| 2 Baths \| 1836 Sq. Ft.	$475,677

Address	Redfin Estimate
181 Windjammer Rd, Ocean Pines, MD 3 Beds \| 2.5 Baths \| 1912 Sq. Ft.	$445,631
187 Windjammer Rd, Berlin, MD 3 Beds \| 1 Baths \| - Sq. Ft.	$324,156

Address	Redfin Estimate
189 Windjammer Rd, Ocean Pines, MD 3 Beds \| 2 Baths \| 1040 Sq. Ft.	$351,676
177 Windjammer Rd, Ocean Pines, MD 3 Beds \| 2 Baths \| 1642 Sq. Ft.	$412,948

Property information provided by BRIGHT MLS when last listed in 2002. 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 185 Windjammer Rd

Tax history for 185 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 185 Windjammer Rd

More real estate resources