OFF MARKET

Off Market Apr 2022 for $275K

$337,533

Est. refi paymentEst. refi $2,134/mo

•

1,216

sq ft

258 Windjammer Rd, Berlin, MD 21811

About this home

Cozy Cottage located on a low-traveled street close to the golf course! Bright and Sunny Family Room with Bamboo floor and access to the exterior. Cook for a crowd in the spacious Island Kitchen with Ceramic Tile Floor and lots of cabinet space. The open great room area includes Vaulted Ceilings and a Fisher Wood Stove to radiate warmth. Both the front and the rear contain sizeable sun decks. Store your beach gear in the included shed. Newer Washer, Dryer, Water Heater & Heat Pump. Sturdy Andersen Casement windows. All this, and located in the award-winning community of Ocean Pines!

Single-familyProperty Type

1986Year Built

9,211 sq ftLot Size

$278Est. Price/Sq.Ft.

4 spacesParking

Listed by Debbie E Hileman • Hileman Real Estate-Berlin

•410-208-9200 (broker)

•debbie@hilemanrealestate.com (broker)

Bought with Ryan Eby • Keller Williams Realty

•302-360-0300 (broker)

•steve@srarealty.com (broker)

Redfin checked: 2 minutes ago

•Source:BRIGHT MLS #MDWO2006300

Redfin Estimate

$337,533

$63K since sold in April 2022$10K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 6.6% lower than the average sale price ($361K) of 6 comparable homes.

SOLD MAY 18, 2026
$325,500
A
3 beds2 baths960 sq ft
40 Sundial Cir, Ocean Pines, MD 21811
SOLD MAR 19, 2026
$364,500
B
3 beds2 baths1,316 sq ft
33 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 JUN 26, 2026
$399,900
D
3 beds2 baths1,008 sq ft
16 Marview 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 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

$114,074

Est. take-home

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Refinance

Est. cash available

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Rent

$2,421/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 258 Windjammer Rd

Date

Event

Price

BRIGHT MLS #MDWO2006300

Apr 18, 2022

Sold

$275,000

$226/sq ft

Mar 21, 2022

Contingent

—

Mar 15, 2022

Relisted

—

Mar 12, 2022

Contingent

—

Mar 8, 2022

Listed

$269,900

$222/sq ft

BRIGHT MLS #1000656776

Sep 29, 2007

Sold

$212,000

$174/sq ft

Feb 14, 2007

Listed

$209,900

$173/sq ft

Public Records

Jul 22, 1997

Sold

$67,000

$55/sq ft

BRIGHT MLS #1000578254

Mar 5, 1997

Listed

$69,900

$57/sq ft

Public Records

Aug 31, 1983

Sold

$52,900

$44/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$2,555 (+10.5%)

2025

$2,312 (+8.2%)

2024

$2,136 (+8.6%)

2023

$1,967 (+9.4%)

2022

$1,798 (+9.9%)

2021

$1,636 (+3.6%)

2020

$1,580 (+3.7%)

$67,100 + $103,900

$171,000

2019

$1,523 (+5.0%)

2018

$1,451 (+5.1%)

$62,100 + $91,100

$153,200

2017

$1,381 (+11.3%)

2016

$1,241 (+7.4%)

$52,100 + $79,000

$131,100

2015

$1,156

$52,100 + $79,000

$131,100

2014

$1,156 (−24.2%)

2013

$1,525 (+9.6%)

2012

$1,392

2011

$1,392 (−22.6%)

2010

$1,797 (+3.1%)

2009

$1,743

Tax history for 258 Windjammer Rd

Year

Property tax

Land + Additions

Assessment*

2026

$2,555 (+10.5%)

2025

$2,312 (+8.2%)

2024

$2,136 (+8.6%)

2023

$1,967 (+9.4%)

2022

$1,798 (+9.9%)

2021

$1,636 (+3.6%)

2020

$1,580 (+3.7%)

$67,100 + $103,900

$171,000

2019

$1,523 (+5.0%)

2018

$1,451 (+5.1%)

$62,100 + $91,100

$153,200

2017

$1,381 (+11.3%)

2016

$1,241 (+7.4%)

$52,100 + $79,000

$131,100

2015

$1,156

$52,100 + $79,000

$131,100

2014

$1,156 (−24.2%)

2013

$1,525 (+9.6%)

2012

$1,392

2011

$1,392 (−22.6%)

2010

$1,797 (+3.1%)

2009

$1,743

*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.

1,216

Year built

1986

Style

Single Family Residential

County

Worcester County

APN

03 045293

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: 4
Driveway - # of Spaces: 4
Gravel Driveway, Private
Driveway

Interior

Bedroom Information
# of Bedrooms On Main Level: 3

Bathroom Information
# of Bathrooms (Half) On Main Level: 1
# of Bathrooms (Full) On Main Level: 1
# of Bathrooms (Half): 1
# of Bathrooms (Full): 1

Interior Information
Appliances: Dishwasher, Disposal, Dryer, Exhaust Fan, Icemaker, Oven - Self Cleaning, Oven/Range - Electric, Range Hood, Refrigerator, Washer, Water Heater
Door Features: Six Panel, Storm
Flooring Type: Ceramic Tile, Partially Carpeted, Laminated, Bamboo
Not Furnished
Interior Features: Attic, Breakfast Area, Carpet, CeilngFan(s), Entry Level Bedroom, Kitchen - Island, Tub Shower, Wood Stove
Living Area Sq.Ft. Source: Assessor
Wall & Ceiling Types: Dry Wall, Vaulted Ceilings

Room Information
Living Room, Bedroom 2, Bedroom 3, Kitchen, Bedroom 1, Sun/Florida Room
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
Ownership Interest: Fee Simple
Year Built Source: Assessor

Building Information
Building Name: NONE AVAILABLE
Construction Materials: Frame, T-1-11
Foundation Details: Block, Crawl Space
Other Structures: Above Grade, Below Grade
Outdoor Living Structures: Deck(s)
Roof: Asphalt, Shingle
Structure Type: Detached
Window Features: Casement, Insulated, Wood Frame
Other Structures: Shed

Exterior Information
Outbuilding(s)

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

Lot Information
Lot Features: Backs to Trees, Front Yard, 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.: 1,216
Finished Sq.Ft. Source: Assessor

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

Financial

Tax Information
County Tax: $1,445
Tax Assessed Value: $188,733
Tax Year: 2022
Tax Annual Amount: $1,636

Assessments Information
Year Assessed: 2022

Utilities

Utilities Information
Cable
Central Air
Cooling Type: Ceiling Fan(s), Central A/C
Cooling Fuel: Electric
Circuit Breakers
Central, Baseboard - Electric, Heat Pump(s)
Heating Fuel: Electric, Central
Hot Water: Electric
Sewer Septic: Public Sewer
Cable TV Available, Natural Gas 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, Gift Shop, Golf Club, 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, Retirement Community, Security, Soccer Field, Swimming Pool, Tennis Courts, Tot Lots/Playground, Water/Lake Privileges
HOA Fee: $986
HOA Fee Frequency: Annually
Other Fees: $50
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: Listing Agent
School District Source: Listing Agent

Location Information
Outside City Limits
Directions: Ocean Pines North Entrance - Rt on Sandyhook Road - Rt on Windjammer Road - House on Rt.
Road Surface Type: Paved

Public facts

Beds: —
Baths: 2.0
Sq. Ft.: 1,216
Stories: 1.0
Lot Size: 9,211 square feet
Style: Single Family Residential
Year Built: 1986
Year Renovated: —
County: Worcester County
APN: 03 045293

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

$321,000 – $389,000

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Nearby similar homes

3D WALKTHROUGH

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3 beds2 baths1,892 sq ft

13 Catalpa Ln, Ocean Pines, MD 21811

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15 Raft Rd, Ocean Pines, MD 21811

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19 Pintail Dr, Ocean Pines, MD 21811

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FOR SALE BY OWNER

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NEW CONSTRUCTION

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New listings for sale in 21811

$470,000

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(443) 552-7579

3D WALKTHROUGH

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

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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 258 Windjammer Rd

Data from public records.

Address	Redfin Estimate
248 Windjammer Road, Ocean Pines, MD 3 Beds \| 2 Baths \| 1200 Sq. Ft.	$358,657
263 Windjammer Road, Ocean Pines, MD 3 Beds \| 2.5 Baths \| 2025 Sq. Ft.	$530,713

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

Address	Redfin Estimate
272 Windjammer Road, Ocean Pines, MD 3 Beds \| 2 Baths \| 2100 Sq. Ft.	$402,246
250 Windjammer Road, Ocean Pines, MD 3 Beds \| 2 Baths \| 1408 Sq. Ft.	$392,244

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 258 Windjammer Rd

Tax history for 258 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 258 Windjammer Rd

More real estate resources