OFF MARKET

Off Market Aug 2025 for $450K

$491,535

Est. refi paymentEst. refi $3,227/mo

•

1,882

sq ft

199 Windjammer Rd, Ocean Pines, MD 21811

About this home

Price adjustment! Beautiful Turn-Key Contemporary home with golf course frontage comes fully furnished and with a new roof, refrigerator , washer, dryer & encapsulated crawl space. The two story great room has a corner gas fireplace and sliding door access to the large deck. Hardwood flooring highlights the dining and kitchen areas, featuring a breakfast bar and walk- in pantry. Three spacious bedrooms plus an extra bonus room promises room for everyone! Wood stained six panel doors add a touch of elegance, as does the second level “bridge” walkway overlooking the living area. A utility sink and Central Vacuum add cleaning ease. Top it off with a large screened porch, the perfect place for eating crabs or reading a book!

Single-familyProperty Type

2001Year Built

9,000 sq ftLot Size

$261Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Debbie E Hileman • Hileman Real Estate-Berlin

•410-208-9200 (broker)

•debbie@hilemanrealestate.com (broker)

Bought with Tony Golden • Berkshire Hathaway HomeServices PenFed Realty

•410-524-7000 (broker)

•oceancity@penfedrealty.com (broker)

Bought with Carol Proctor • Berkshire Hathaway HomeServices PenFed Realty

•410-524-7000 (broker)

•oceancity@penfedrealty.com (broker)

Redfin checked: 4 minutes ago

•Source:BRIGHT MLS #MDWO2029580

Redfin Estimate

$491,535

$42K since sold in August 2025$3,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 21.7% higher than the average sale price ($404K) 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 29, 2026
$406,000
D
3 beds2 baths1,446 sq ft
1 Surfers Way, Ocean Pines, MD 21811
SOLD OCT 2, 2025
$405,000
E
3 beds2 baths2,315 sq ft
30 Cresthaven Dr, Ocean Pines, MD 21811
SOLD MAY 15, 2026
$340,000
F
3 beds2 baths1,343 sq ft
17 Falcon Bridge Rd, Ocean Pines, MD 21811

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Earn from this home

Sell

$107,236

Est. take-home

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Refinance

Est. cash available

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Rent

$2,855/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

$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 199 Windjammer Rd

Year

Property tax

Land + Additions

Assessment*

2026

$3,381 (+10.1%)

2025

$3,071 (+7.7%)

2024

$2,851 (+8.2%)

2023

$2,633 (+9.0%)

2022

$2,416 (+9.4%)

2021

$2,209 (+2.7%)

2020

$2,150 (+2.8%)

$77,000 + $153,800

$230,800

2019

$2,091 (+4.0%)

2018

$2,010

$72,000 + $140,300

$212,300

2017

$2,010 (−11.5%)

$72,000 + $140,300

$212,300

2016

$2,272 (+7.4%)

$72,000 + $168,000

$240,000

2015

$2,116

$72,000 + $168,000

$240,000

2014

$2,117 (−9.9%)

2013

$2,350 (+9.6%)

2012

$2,145

2011

$2,145 (−15.7%)

2010

$2,542 (+5.2%)

2009

$2,417

Tax history for 199 Windjammer Rd

Year

Property tax

Land + Additions

Assessment*

2026

$3,381 (+10.1%)

2025

$3,071 (+7.7%)

2024

$2,851 (+8.2%)

2023

$2,633 (+9.0%)

2022

$2,416 (+9.4%)

2021

$2,209 (+2.7%)

2020

$2,150 (+2.8%)

$77,000 + $153,800

$230,800

2019

$2,091 (+4.0%)

2018

$2,010

$72,000 + $140,300

$212,300

2017

$2,010 (−11.5%)

$72,000 + $140,300

$212,300

2016

$2,272 (+7.4%)

$72,000 + $168,000

$240,000

2015

$2,116

$72,000 + $168,000

$240,000

2014

$2,117 (−9.9%)

2013

$2,350 (+9.6%)

2012

$2,145

2011

$2,145 (−15.7%)

2010

$2,542 (+5.2%)

2009

$2,417

*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

1.5

Lot width

—

Lot depth

—

Lot size

9,000 Sq. Ft.

Year renovated

—

Sq. Ft.

1,524

Year built

2001

Style

Single Family Residential

County

Worcester County

APN

03 050386

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 - Front Entry, Garage Door Opener, Inside Access
# 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 1st Upper Level: 2
# of Bedrooms On Main Level: 1

Bathroom Information
# of Bathrooms (Full) On 1st Upper Level: 1
# of Bathrooms (Half) On Main Level: 1
# of Bathrooms (Full) On Main Level: 1
# of Bathrooms (Full) On All Upper Levels: 1
# of Bathrooms (Half): 1
# of Bathrooms (Full): 2

Interior Information
Appliances: Built-In Microwave, Central Vacuum, Dishwasher, Disposal, Dryer, Exhaust Fan, Icemaker, Oven - Self Cleaning, Oven/Range - Electric, Refrigerator, Washer
Door Features: Six Panel, Storm, Sliding Glass
Flooring Type: Ceramic Tile, Hardwood, Partially Carpeted
Furnished
Interior Features: Attic, Tub Shower, Breakfast Area, Carpet, CeilngFan(s), Central Vacuum, Combination Kitchen/Dining, Dining Area, Entry Level Bedroom, Floor Plan - Open, Pantry, Master Bath(s), Recessed Lighting, Window Treatments, Wood Floors
Living Area Sq.Ft. Source: Estimated
Wall & Ceiling Types: 2 Story Ceilings, Dry Wall, Vaulted Ceilings

Room Information
Living Room, Dining Room, Master Bedroom, Bedroom 2, Bedroom 3, Kitchen, Bathroom 2, Bonus Room, Master Bathroom
Laundry Type: Has Laundry, Dryer In Unit, Washer In Unit

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

Basement Information
Basement: No

Exterior

Property Information
Not Federal Flood Zone
Total Below Grade Sq. Ft.: 0
Accessibility Features: 2+ Access Exits
# of Floors In Unit: 2
Ownership Interest: Fee Simple
Year Built Source: Assessor

Building Information
Building Name: NONE AVAILABLE
Construction Materials: Vinyl Siding, Stick Built
Foundation Details: Block, Crawl Space
Other Structures: Above Grade, Below Grade
Outdoor Living Structures: Deck(s), Porch(es), Screened
Roof: Architectural Shingle
Structure Type: Detached
Window Features: Double Hung, Insulated, Vinyl Clad

Pool Information
Community Pool Features: Concrete, Fenced, Heated, In Ground, Lap/Exercise, Indoor
Community Pool

Lot Information
Lot Features: Front Yard, Rear Yard, Road Frontage, Backs to Trees
Lot Size Dimensions: 0.00 x 0.00
Lot Dimensions Source: Assessor
Tidal Water: No

Above Grade Information
Finished Sq.Ft.: 1,882
Finished Sq.Ft. Source: Estimated

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

Financial

Tax Information
County Tax: $2,528
Tax Assessed Value: $299,200
Tax Year: 2024
Tax Annual Amount: $2,863

Assessments Information
Year Assessed: 2024

Utilities

Utilities Information
Cable
Central Air
Cooling Type: Ceiling Fan(s), Central A/C, Zoned
Cooling Fuel: Electric
Circuit Breakers
Heat Pump(s), Central, Zoned
Heating Fuel: Electric
Hot Water: Electric
Sewer Septic: Public Sewer
Cable TV Available, Natural Gas Available, Phone Available, Under Ground
Water Source: Public

Location

Homeowners Association Information
HOA/Condo/Coop Fee Includes: Common Area Maintenance, Management, Reserve Funds, Road Maintenance, Snow Removal
HOA/Condo/Coop Amenities: Bar/Lounge, Baseball Field, Basketball Courts, Beach, Beach Club, Bike Trail, Boat Slip, Boat Ramp, Cable, Club House, Common Grounds, Community Center, Dining Rooms, Dog Park, Golf Club, Gift Shop, Golf Course, Golf Course Membership Available, Jog/Walk Path, Lake, Library, Marina/Marina Club, Meeting Room, Non-Lake Recreational Area, Party Room, Picnic Area, Pier/Dock, Pool - Indoor, Pool - Outdoor, Pool Mem Avail, Putting Green, Recreational Center, Racquet Ball, Retirement Community, Security, Soccer Field, Swimming Pool, Tennis Courts, Tot Lots/Playground, Water/Lake Privileges
HOA Website: https://www.oceanpines.org
HOA Fee: $875
HOA Fee Frequency: Annually
Other Fees: $150
Other Fees Frequency: One Time

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

Location Information
Outside City Limits
Directions: Ocean Pines North entrance - Rt on Sandyhook - Rt on Windjammer - House on left.
Entry Floor Number: 1
Location Type: Adjoins Golf Course
Road Surface Type: Paved

Public facts

Beds: —
Baths: 2.5
Sq. Ft.: 1,524
Stories: 1.5
Lot Size: 9,000 square feet
Style: Single Family Residential
Year Built: 2001
Year Renovated: —
County: Worcester County
APN: 03 050386

Home facts updated by county records on Aug 21, 2026

Around this home

Schools

Showell Elementary School

Public PreK-4 • Assigned • 2.0mi

8/10

Stephen Decatur Middle School

Public 7-8 • Assigned • 4.0mi

10/10

Stephen Decatur High School

Public 9-12 • Assigned • 3.7mi

7/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

8/10 Flood Factor

Estimated 80%+ 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

$467,000 – $566,000

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Nearby similar homes

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New listings for sale in 21811

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COMING SOON

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3D WALKTHROUGH

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3 beds2 baths1,892 sq ft

13 Catalpa Ln, Ocean Pines, MD 21811

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Home values near 199 Windjammer Rd

Data from public records.

Address	Redfin Estimate
211 Windjammer Rd, Ocean Pines, MD 3 Beds \| 2 Baths \| 1748 Sq. Ft.	$435,101
192 Windjammer Rd, Ocean Pines, MD - Beds \| 2 Baths \| 2306 Sq. Ft.	$483,525

Address	Redfin Estimate
196 Windjammer Rd, Ocean Pines, MD - Beds \| 2 Baths \| 1232 Sq. Ft.	$369,652
208 Windjammer Rd, Ocean Pines, MD 3 Beds \| 2 Baths \| 1075 Sq. Ft.	$360,096

Address	Redfin Estimate
206 Windjammer Rd, Ocean Pines, MD 3 Beds \| 2 Baths \| 1282 Sq. Ft.	$386,333
202 Windjammer Rd, Ocean Pines, MD 3 Beds \| 1.5 Baths \| 1008 Sq. Ft.	$356,567

Property information provided by BRIGHT MLS when last listed in 2025. 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 199 Windjammer Rd

Tax history for 199 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 199 Windjammer Rd

More real estate resources