OFF MARKET

Off Market Nov 2022 for $310K

$372,626

Est. refi paymentEst. refi $2,032/mo

•

1,334

sq ft

256 Windjammer Rd, Berlin, MD 21811

About this home

Guaranteed Rental Income!! Seller is looking for a lease-back after settlement for a period of one to five years. Split Bedroom Floor Plan with Skylights and Vaulted Ceilings. Primary Bath features a whirlpool tub and separate shower. Recessed Lighting, Hardwood Flooring, 3 Season Vinyl Tech Room, Front Porch and Large Rear Deck with Tiki Bar! Fourth Bedroom could be Family room or Office. Handicap Accessible with Ramp & extra wide door to 4th BR. Nicely Landscaped. One Year Cinch Warranty included.

Single-familyProperty Type

1998Year Built

9,211 sq ftLot Size

$279Est. Price/Sq.Ft.

3 spacesParking

Listed by Debbie E Hileman • Hileman Real Estate-Berlin

•410-208-9200 (broker)

•debbie@hilemanrealestate.com (broker)

Bought with Debbie E Hileman • Hileman Real Estate-Berlin

•410-208-9200 (broker)

•debbie@hilemanrealestate.com (broker)

Redfin checked: 3 minutes ago

•Source:BRIGHT MLS #MDWO2010344

Redfin Estimate

$372,626

$63K since sold in November 2022$14K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 3.9% lower than the average sale price ($388K) of 6 comparable homes.

SOLD JUN 25, 2026
$378,000
A
3 beds2 baths1,148 sq ft
35 Liberty St, Ocean Pines, MD 21811
SOLD JUN 26, 2026
$399,900
B
3 beds2 baths1,008 sq ft
16 Marview Dr, Ocean Pines, MD 21811
SOLD MAY 21, 2026
$360,000
C
3 beds2 baths1,032 sq ft
5 Liberty St, Ocean Pines, MD 21811
SOLD MAR 19, 2026
$364,500
D
3 beds2 baths1,316 sq ft
33 Liberty St, Ocean Pines, MD 21811
SOLD SEP 12, 2025
$344,900
E
3 beds2 baths1,418 sq ft
50 Cresthaven Dr, Ocean Pines, MD 21811
SOLD MAY 29, 2026
$480,000
F
3 beds2 baths1,722 sq ft
84 Brandywine Dr, Ocean Pines, MD 21811

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Earn from this home

Sell

$119,153

Est. take-home

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Refinance

Est. cash available

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Rent

$2,693/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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392 Timberline Cir, Ocean Pines, MD 21811
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COMING SOON
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See all

Provided by Redfin

Sale history for 256 Windjammer Rd

Date

Event

Price

BRIGHT MLS #MDWO2010344

Nov 15, 2022

Sold

$310,000

$232/sq ft

Oct 17, 2022

Contingent

—

Sep 19, 2022

Listed

$329,900

$247/sq ft

Public Records

Oct 13, 2005

Sold

$272,400

$204/sq ft

BRIGHT MLS #1000645220

Jul 12, 2005

Listed

$275,000

$206/sq ft

Public Records

May 29, 2003

Sold

$183,206

$137/sq ft

BRIGHT MLS #1000731272

Apr 9, 2003

Listing Removed

—

Feb 8, 2003

Listed

$194,900

$146/sq ft

BRIGHT MLS #1000579858

Jun 4, 1997

Listed

$92,300

$69/sq ft

BRIGHT MLS #1000842484

Jul 18, 1995

Listed

$11,500

$9/sq ft

BRIGHT MLS #1000811230

Jun 28, 1995

Listing Removed

—

Jun 22, 1995

Listed

$13,900

$10/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$2,862 (+12.6%)

2025

$2,541 (+10.9%)

2024

$2,292 (+7.5%)

2023

$2,132 (+23.0%)

2022

$1,734 (+3.3%)

2021

$1,679 (+3.1%)

2020

$1,629 (+3.1%)

$67,100 + $123,100

$190,200

2019

$1,580 (+4.2%)

2018

$1,516 (+3.3%)

$62,100 + $107,700

$169,800

2017

$1,468 (+6.7%)

2016

$1,376 (+7.4%)

$52,100 + $93,200

$145,300

2015

$1,281

$52,100 + $93,200

$145,300

2014

$1,282 (−22.8%)

2013

$1,661 (+9.6%)

2012

$1,516

2011

$1,516 (−3.3%)

2010

$1,568 (+3.2%)

2009

$1,519

Tax history for 256 Windjammer Rd

Year

Property tax

Land + Additions

Assessment*

2026

$2,862 (+12.6%)

2025

$2,541 (+10.9%)

2024

$2,292 (+7.5%)

2023

$2,132 (+23.0%)

2022

$1,734 (+3.3%)

2021

$1,679 (+3.1%)

2020

$1,629 (+3.1%)

$67,100 + $123,100

$190,200

2019

$1,580 (+4.2%)

2018

$1,516 (+3.3%)

$62,100 + $107,700

$169,800

2017

$1,468 (+6.7%)

2016

$1,376 (+7.4%)

$52,100 + $93,200

$145,300

2015

$1,281

$52,100 + $93,200

$145,300

2014

$1,282 (−22.8%)

2013

$1,661 (+9.6%)

2012

$1,516

2011

$1,516 (−3.3%)

2010

$1,568 (+3.2%)

2009

$1,519

*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

9,211 Sq. Ft.

Year renovated

—

Sq. Ft.

1,334

Year built

1998

Style

Single Family Residential

County

Worcester County

APN

03 075710

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 21, 2026.

Property details

Parking

Parking Information
# of Total Garage and Parking Spaces: 3
Driveway - # of Spaces: 3
Asphalt Driveway, Private
Driveway

Interior

Bedroom Information
# of Bedrooms On Main Level: 4

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

Interior Information
Appliances: Built-In Microwave, Dryer - Electric, Exhaust Fan, Icemaker, Water Heater
Door Features: Six Panel, French, Storm
Flooring Type: Carpet, Vinyl, Hardwood
Not Furnished
Interior Features: Attic, Bar, Built-Ins, Carpet, CeilngFan(s), Combination Kitchen/Dining, Dining Area, Floor Plan - Open, Master Bath(s), Recessed Lighting, Stall Shower, Tub Shower, Wood Floors
Living Area Sq.Ft. Source: Estimated
Wall & Ceiling Types: Dry Wall, Vaulted Ceilings

Room Information
Living Room, Dining Room, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Bedroom 1, Master Bathroom
Laundry Type: Dryer In Unit, Has Laundry, Washer In Unit

Basement Information
Basement: No

Exterior

Property Information
Not Federal Flood Zone
Total Below Grade Sq. Ft.: 0
Accessibility Features: 2+ Access Exits, Ramp - Main Level
# of Floors In Unit: 1
Irrigation Water Rights
Ownership Interest: Fee Simple
Year Built Source: Estimated

Building Information
Building Name: NONE AVAILABLE
Construction Materials: Frame, Vinyl Siding, Stick Built
Foundation Details: Block, Crawl Space
Main Entrance Orientation: North
Other Structures: Above Grade, Below Grade
Outdoor Living Structures: Deck(s), Enclosed, Porch(es)
Roof: Asphalt
Structure Type: Detached
Window Features: Skylights, Insulated, Double Hung, Vinyl Clad

Exterior Information
Exterior Lighting, Flood Lights, Outbuilding(s), Outside Shower, Secure Storage

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

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

Above Grade Information
Finished Sq.Ft.: 1,334
Finished Sq.Ft. Source: Estimated

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

Financial

Tax Information
County Tax: $1,749
Tax Assessed Value: $207,000
Tax Year: 2022
Tax Annual Amount: $1,981

Assessments Information
Year Assessed: 2022

Utilities

Utilities Information
Cable
Central Air
Cooling Type: Central A/C, Ceiling Fan(s)
Cooling Fuel: Electric
Circuit Breakers
Heat Pump(s)
Heating Fuel: Central, 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: Management, Reserve Funds, Road Maintenance, Snow Removal, Common Area Maintenance
HOA/Condo/Coop Amenities: Club House, Marina/Marina Club, Pool - Outdoor, Tennis Courts, Tot Lots/Playground, Security, Bar/Lounge, Baseball Field, Basketball Courts, Beach, Beach Club, Bike Trail, Boat Slip, Boat Ramp, Cable, Common Grounds, Community Center, Dining Rooms, Dog Park, Gift Shop, Golf Club, Golf Course, Golf Course Membership Available, Lake, Jog/Walk Path, Library, Meeting Room, Non-Lake Recreational Area, Party Room, Picnic Area, Pier/Dock, Pool - Indoor, Pool Mem Avail, Putting Green, Recreational Center, Retirement Community, Soccer Field, Swimming Pool, Water/Lake Privileges
HOA Fee: $896
HOA Fee Frequency: Annually
Other Fees: $100
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
School District Source: Listing Agent

Location Information
Outside City Limits
Cross Street: 0.00
Directions: Ocean Pines North entrance - Rt on Sandyhook Rd - Rt on Windjammer Rd - house on Rt.
Entry Floor Number: 1
Municipality: BERLIN
Road Frontage Length: 62
Road Surface Type: Paved

Public facts

Beds: —
Baths: 2.0
Sq. Ft.: 1,334
Stories: 1.0
Lot Size: 9,211 square feet
Style: Single Family Residential
Year Built: 1998
Year Renovated: —
County: Worcester County
APN: 03 075710

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

4/10 Flood Factor

Estimated 16-24% 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

Berlin, 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

$354,000 – $429,000

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Nearby similar homes

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4 beds3.5 baths3,342 sq ft

12121 Pimlico Ln, Berlin, MD 21811

(443) 552-7579

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Home values near 256 Windjammer Rd

Data from public records.

Address	Redfin Estimate
248 Windjammer Road, Ocean Pines, MD 3 Beds \| 2 Baths \| 1200 Sq. Ft.	$358,657
262 Windjammer Road, Ocean Pines, MD 3 Beds \| 2 Baths \| 1218 Sq. Ft.	$356,174

Address	Redfin Estimate
265 Windjammer Road, Ocean Pines, MD 3 Beds \| 2 Baths \| 2050 Sq. Ft.	$408,885
250 Windjammer Road, Ocean Pines, MD 3 Beds \| 2 Baths \| 1408 Sq. Ft.	$392,244

Address	Redfin Estimate
263 Windjammer Road, Ocean Pines, MD 3 Beds \| 2.5 Baths \| 2025 Sq. Ft.	$530,713
246 Windjammer Road, Ocean Pines, MD 4 Beds \| 2 Baths \| 1152 Sq. Ft.	$362,022

Property information provided by BRIGHT MLS when last listed in 2022. 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 256 Windjammer Rd

Tax history for 256 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 256 Windjammer Rd

More real estate resources