OFF MARKET

Off Market Apr 2024 for $315K

$358,604

Est. refi paymentEst. refi $2,068/mo

•

1,232

sq ft

37 Windjammer Rd, Ocean Pines, MD 21811

About this home

This cozy Rancher is nicely located within walking distance to White Horse Park and the Swim and Racquet Club. A brand new electric fireplace creates a warm atmosphere in the living room. The large eat-in kitchen features two pantries and a newer refrigerator. Soak up some nature on the rear 15x10 screened porch, perfect for outdoor dining or entertaining. Large storage barn with work bench and plenty of second level attic storage. Water Heater and A/C brand new in 2023. Pennies for Plenty!!

Single-familyProperty Type

1984Year Built

9,113 sq ftLot Size

$291Est. Price/Sq.Ft.

3 spacesParking

Listed by Debbie E Hileman • Hileman Real Estate-Berlin

•410-208-9200 (broker)

•debbie@hilemanrealestate.com (broker)

Bought with Diana L. Whitney • Whitney-Wallace Commercial Real Estate Services, LLC

•410-548-5484 (broker)

•diana@whitney-wallace.com (broker)

Redfin checked: 4 minutes ago

•Source:BRIGHT MLS #MDWO2019536

Redfin Estimate

$358,604

$44K since sold in April 2024$4,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 3.4% higher than the average sale price ($347K) of 6 comparable homes.

SOLD JUL 1, 2026
$388,000
A
3 beds2 baths1,430 sq ft
40 Harbormist Cir, Ocean Pines, MD 21811
SOLD APR 17, 2026
$330,000
B
3 beds2 baths1,176 sq ft
12 Sailors Way, Berlin, MD 21811
SOLD MAY 26, 2026
$370,000
C
3 beds2 baths1,238 sq ft
258 Ocean Pkwy, Ocean Pines, MD 21811
SOLD FEB 2, 2026
$258,000
D
3 beds2 baths1,398 sq ft
284 Ocean Pkwy, 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

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$94,935

Est. take-home

List your home with Redfin and save $3,586

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$2,390/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

NEW 21 HRS AGO
$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 37 Windjammer Rd

Date

Event

Price

BRIGHT MLS #MDWO2019536

Apr 18, 2024

Sold

$315,000

$256/sq ft

Mar 18, 2024

Contingent

—

Mar 11, 2024

Listed

$319,900

$260/sq ft

Mar 7, 2024

Coming Soon

$319,900

$260/sq ft

BRIGHT MLS #1000521436

May 13, 2016

Sold

$182,000

$148/sq ft

Mar 16, 2016

Listed

$185,000

$150/sq ft

+15

Year

Property tax

Land + Additions

Assessment*

2026

$2,528 (+10.8%)

2025

$2,282 (+8.6%)

2024

$2,102 (+5.2%)

2023

$1,998 (+5.5%)

2022

$1,894 (+5.3%)

2021

$1,798 (+5.6%)

2020

$1,703 (+5.9%)

$67,000 + $120,900

$187,900

2019

$1,607 (+7.4%)

2018

$1,496 (+2.7%)

$62,000 + $96,000

$158,000

2017

$1,456 (+5.8%)

2016

$1,376 (+7.3%)

$52,000 + $93,400

$145,400

2015

$1,282

$52,000 + $93,400

$145,400

2014

$1,282 (−15.3%)

2013

$1,514 (+9.6%)

2012

$1,381

2011

$1,381 (−28.3%)

2010

$1,926 (+11.2%)

2009

$1,731

Tax history for 37 Windjammer Rd

Year

Property tax

Land + Additions

Assessment*

2026

$2,528 (+10.8%)

2025

$2,282 (+8.6%)

2024

$2,102 (+5.2%)

2023

$1,998 (+5.5%)

2022

$1,894 (+5.3%)

2021

$1,798 (+5.6%)

2020

$1,703 (+5.9%)

$67,000 + $120,900

$187,900

2019

$1,607 (+7.4%)

2018

$1,496 (+2.7%)

$62,000 + $96,000

$158,000

2017

$1,456 (+5.8%)

2016

$1,376 (+7.3%)

$52,000 + $93,400

$145,400

2015

$1,282

$52,000 + $93,400

$145,400

2014

$1,282 (−15.3%)

2013

$1,514 (+9.6%)

2012

$1,381

2011

$1,381 (−28.3%)

2010

$1,926 (+11.2%)

2009

$1,731

*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

9,113 Sq. Ft.

Year renovated

—

Sq. Ft.

1,232

Year built

1984

Style

Single Family Residential

County

Worcester County

APN

03 044211

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
Gravel Driveway, Private
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: Dishwasher, Disposal, Dryer, Exhaust Fan, Icemaker, Oven/Range - Electric, Range Hood, Refrigerator, Washer, Water Heater
Door Features: Six Panel, Sliding Glass, Storm
Flooring Type: Laminated, Vinyl, Marble
Not Furnished
Interior Features: Attic, Breakfast Area, CeilngFan(s), Combination Kitchen/Dining, Dining Area, Entry Level Bedroom, Kitchen - Eat-In, Kitchen - Table Space, Pantry, Master Bath(s), Stall Shower, Tub Shower, Window Treatments
Living Area Sq.Ft. Source: Assessor
Wall & Ceiling Types: Dry Wall

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

Fireplace Information
Has Fireplace
# of Fireplaces: 1
Electric, 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: 1
Ownership Interest: Fee Simple
Year Built Source: Assessor

Building Information
Building Name: NONE AVAILABLE
Construction Materials: Aluminum Siding
Foundation Details: Block, Crawl Space
Other Structures: Above Grade, Below Grade
Outdoor Living Structures: Porch(es), Screened
Roof: Architectural Shingle
Structure Type: Detached
Window Features: Double Hung, Insulated, Wood Frame
Other Structures: Storage Barn/Shed

Exterior Information
Outbuilding(s)

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

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

Above Grade Information
Finished Sq.Ft.: 1,232
Finished Sq.Ft. Source: Assessor

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

Financial

Tax Information
County Tax: $1,772
Tax Assessed Value: $209,700
Tax Year: 2023
Tax Annual Amount: $2,007

Assessments Information
Year Assessed: 2023

Utilities

Utilities Information
Cable
Central Air
Cooling Type: Ceiling Fan(s), Central A/C
Cooling Fuel: Electric
Circuit Breakers
Heat Pump(s)
Heating Fuel: Electric, Central
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, 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, Racquet Ball, Recreational Center, Retirement Community, Security, Soccer Field, Swimming Pool, Tennis Courts, Tot Lots/Playground, Water/Lake Privileges
HOA Fee: $850
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 Windjammer Road - House on Left
Entry Floor Number: 1
Road Surface Type: Paved

Public facts

Beds: —
Baths: 2.0
Sq. Ft.: 1,232
Stories: 1.0
Lot Size: 9,113 square feet
Style: Single Family Residential
Year Built: 1984
Year Renovated: —
County: Worcester County
APN: 03 044211

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 • 4.6mi

10/10

Stephen Decatur High School

Public 9-12 • Assigned • 4.3mi

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

$341,000 – $413,000

Reach more buyers when you sell with Redfin. Save up to $3,586 in fees. 3 minutes to get started.

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

Nearby similar homes

3D WALKTHROUGH

$485,000

3 beds2 baths1,892 sq ft

13 Catalpa Ln, Ocean Pines, MD 21811

(443) 552-7579

$180,000

2 beds1 bath780 sq ft

224 Timberline Cir, Ocean Pines, MD 21811

(410) 524-1700

$184,900

3 beds2 baths748 sq ft

126 Skipjack Cir, Ocean Pines, MD 21811

(202) 800-3200

$625,000

3 beds2 baths1,500 sq ft

12 Cove Ln, Ocean Pines, MD 21811

(410) 547-1116

$405,000

3 beds2 baths1,398 sq ft

35 Tail Of The Fox Dr, Ocean Pines, MD 21811

(888) 219-3009

NEW CONSTRUCTION

$675,000

4 beds3 baths3,328 sq ft

10785 Windmill Creek Ln, Berlin, MD 21811

(410) 524-1700

New listings for sale in 21842

NEW 21 HRS AGO3D 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 37 Windjammer Rd

Data from public records.

Address	Redfin Estimate
43 Windjammer Rd, Ocean Pines, MD - Beds \| 2 Baths \| 1208 Sq. Ft.	$329,310
44 Windjammer Rd, Ocean Pines, MD - Beds \| 2 Baths \| 1306 Sq. Ft.	$374,411

Address	Redfin Estimate
35 Windjammer Rd, Ocean Pines, MD 3 Beds \| 2 Baths \| 1450 Sq. Ft.	$447,001
39 Windjammer Rd, Ocean Pines, MD 3 Beds \| 2.5 Baths \| 1443 Sq. Ft.	$392,445

Address	Redfin Estimate
41 Windjammer Rd, Ocean Pines, MD 4 Beds \| 3 Baths \| 1704 Sq. Ft.	$395,366
5 Frigate Run, Ocean Pines, MD 4 Beds \| 2.5 Baths \| 2112 Sq. Ft.	$478,532

Property information provided by BRIGHT MLS when last listed in 2024. 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

Fenwick Island homes for sale
Ocean City homes for sale
Bethany Beach homes for sale

Glen Riddle homes for sale
Ocean Pines Terns Landing homes for sale
White Horse Park homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 21811, MD

Sale history for 37 Windjammer Rd

Tax history for 37 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 37 Windjammer Rd

More real estate resources