NOT LISTED FOR SALE

5454 Windward Dr Tilghman, MD 21671

Estimated Value: $876,600 - $1,170,000

Studio
1 Bath
3,140 Sq Ft
$315/Sq Ft Est. Value

About This Home

This home is located at 5454 Windward Dr, Tilghman, MD 21671 and is currently estimated at $988,150, approximately $314 per square foot. 5454 Windward Dr is a home located in Talbot County with nearby schools including Tilghman Elementary School, St. Michaels Middle/High School, and Easton High School.

Ownership History

Date Name Owned For Owner Type

Purchase Details

Closed on
Jan 13, 2026
Sold by
Osterman Calvin J and Osterman Karen F
Bought by
Osterman Revocable Trust and Osterman
Current Estimated Value
$988,150

Purchase Details

Closed on
Aug 31, 1983
Sold by
Fagan Charles R and Fagan Jana H
Bought by
Osterman Calvin J and Osterman Karen F

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$60,000
Interest Rate
13.78%
Source: Public Records

Range of Values:

--
Value Increase
--
Percent Increase
--
Adjusted for Inflation
Collateral Analytics

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ICE

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First American

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Quantarium

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Average Value
Not Available
List Price
Sold Price
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Home Values in the Area

Source: Public Records

Average Home Value in this Area

Source: Public Records

Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Buyer Sale Price Title Company
Osterman Revocable Trust -- None Listed On Document
Osterman Calvin J $75,000 --
Source: Public Records

Mortgage History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Status Borrower Loan Amount
Previous Owner Osterman Calvin J $60,000
Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $5,279 $666,000 $287,000 $379,000
2024 $5,182 $640,567 $0 $0
2023 $4,885 $615,133 $0 $0
2022 $4,510 $589,700 $287,000 $302,700
2021 $4,257 $589,700 $287,000 $302,700
2020 $4,257 $589,700 $287,000 $302,700
2019 $4,278 $608,600 $311,800 $296,800
2018 $4,123 $595,767 $0 $0
2017 $3,907 $582,933 $0 $0
2016 $3,595 $570,100 $0 $0
2015 $2,990 $559,467 $0 $0
2014 $2,990 $548,833 $0 $0
Source: Public Records

Map

Maryland Talbot County Tilghman 21671

5454 Windward Dr, Tilghman, MD

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