Angela Simonelli
Responds Quickly
Compass
(410) 200-0414
45 Total Sales
8 in Tilghman Island
$300K - $3.9M Price Range
5490 Windward Dr Tilghman, MD 21671
Tilghman Island AreaEstimated Value: $1,221,000 - $1,497,000
3
Beds
3
Baths
2,046
Sq Ft
$640/Sq Ft
Est. Value
Highlights
- 240 Feet of Waterfront
- 1.27 Acre Lot
- Premium Lot
- Cabana
- Cape Cod Architecture
- Pond
About This Home
As of November 2022Waterfront Escape. This cottage-style Cape has everything on your checklist. Comfortable cottage with 3 bedrooms, 2 full baths, Primary Bedroom and dedicated Bath on 1st floor, family room with wood burning fireplace, sunroom, screened porch, waterside deck and hardscaped patio, full basement for mechanicals, extremely efficient and green energy home featuring solar power. Waterside inground pool with firepit, hot tub, pool house, tiki bar, pergola, coy pond, irrigation, generator, high elevation, rip-rapped shoreline, public sewer, pier with 3-4’ MLW, Osprey Stand, Western Exposure – incredible Sunset Views!!!
Last Agent to Sell the Property
(410) 822-6665 info@bensonandmangold.com Benson & Mangold, LLC License #510143 Listed on: 08/18/2022
Last Buyer's Agent
(410) 886-2400 tilghmanil@aol.com Tilghman Island Realty Inc License #87562
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Home Details
Home Type
- Single Family
Est. Annual Taxes
- $5,359
Year Built
- Built in 1960
Lot Details
- 1.27 Acre Lot
- 240 Feet of Waterfront
- Home fronts navigable water
- Creek or Stream
- Landscaped
- Extensive Hardscape
- Premium Lot
- Back and Front Yard
HOA Fees
- $15 Monthly HOA Fees
Parking
- 2 Car Attached Garage
- Front Facing Garage
Home Design
- Cape Cod Architecture
- Block Foundation
- Architectural Shingle Roof
- Vinyl Siding
- Stucco
Interior Spaces
- 2,046 Sq Ft Home
- Property has 2 Levels
- Wood Burning Fireplace
- Entrance Foyer
- Family Room Off Kitchen
- Living Room
- Dining Room
- Sun or Florida Room
- Water Views
Kitchen
- Eat-In Kitchen
- Kitchen Island
Bedrooms and Bathrooms
- Walk-In Closet
Basement
- Walk-Out Basement
- Exterior Basement Entry
- Sump Pump
- Basement with some natural light
Pool
- Cabana
- In Ground Pool
- Spa
Outdoor Features
- Water Access
- Rip-Rap
- Pond
- Screened Patio
Utilities
- Central Air
- Heat Pump System
- Geothermal Heating and Cooling
- Well
- Electric Water Heater
Community Details
- Tilghman Subdivision
Listing and Financial Details
- Tax Lot 1
- Assessor Parcel Number 2105187370
Ownership 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
Name
Owned For
Owner Type
Purchase Details
Listed on
Aug 18, 2022
Closed on
Nov 18, 2022
Sold by
Shure Deane A
Bought by
Seller's Agent
Brian Gearhart
Benson & Mangold, LLC
Buyer's Agent
Rondy Alstrom
Tilghman Island Realty Inc
List Price
$1,250,000
Sold Price
$1,157,500
Premium/Discount to List
-$92,500
-7.4%
Views
63
Current Estimated Value
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
$152,245
Avg. Annual Appreciation
3.32%
Original Mortgage
$550,000
Outstanding Balance
$498,992
Interest Rate
7.08%
Mortgage Type
New Conventional
Estimated Equity
$810,753
Purchase Details
Closed on
Mar 25, 1996
Sold by
Carter Charles W and Carter Joan B
Bought by
Shure Deane A
Purchase Details
Closed on
Jun 14, 1989
Sold by
Metcalfe William H and Metcalfe Barbara
Bought by
Carter Charles W and Carter Joan B
Purchase Details
Closed on
Nov 25, 1987
Sold by
Ross and Schmitt
Bought by
Metcalfe William H and Metcalfe Barbara
Home Values in the Area
Average Home Value in this Area
Agents Specializing in Tilghman, MD
-
Angela Simonelli
-
Brittany Fox
Brittany Fox
RE/MAX Chesapeake
(302) 279-5645
76 Total Sales
1 in Tilghman Island
$350,000 Price
-
John McGlannan
John McGlannan
Meredith Fine Properties
(667) 243-8001
64 Total Sales
45 in Tilghman Island
$35K - $1.8M Price Range
-
Cheryl Jersey-Lecourt
Cheryl Jersey-Lecourt
Long & Foster Real Estate, Inc.
(443) 775-2134
40 Total Sales
1 in Tilghman Island
$269,900 Price
-
Brian Gearhart
Brian Gearhart
Benson & Mangold, LLC
(667) 243-8199
304 Total Sales
5 in Tilghman Island
$460K - $1.2M Price Range
-
Amy Juras
Amy Juras
Long & Foster Real Estate, Inc.
(443) 214-3318
78 Total Sales
1 in Tilghman Island
$550,000 Price
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 |
|---|---|---|---|
| $1,157,500 | Eastern Shore Title | ||
| Shure Deane A | $253,300 | -- | |
| Carter Charles W | $210,000 | -- | |
| Metcalfe William H | $150,000 | -- |
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 |
|---|---|---|---|
| Open | $550,000 |
Source: Public Records
Property 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 | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 11/18/2022 11/18/22 | Sold | $1,157,500 | -7.4% | $566 / Sq Ft |
| 10/13/2022 10/13/22 | For Sale | $1,250,000 | 0.0% | $611 / Sq Ft |
| 10/12/2022 10/12/22 | Pending | -- | -- | -- |
| 09/28/2022 09/28/22 | Price Changed | $1,250,000 | -3.8% | $611 / Sq Ft |
| 09/20/2022 09/20/22 | For Sale | $1,299,000 | 0.0% | $635 / Sq Ft |
| 09/08/2022 09/08/22 | Pending | -- | -- | -- |
| 08/18/2022 08/18/22 | For Sale | $1,299,000 | -- | $635 / Sq Ft |
Source: Bright MLS
Tax 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.
| 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 |
|---|---|---|---|---|
| 2026 | $7,129 | $825,167 | $0 | $0 |
| 2025 | $7,129 | $785,900 | $454,600 | $331,300 |
| 2024 | $6,718 | $750,533 | $0 | $0 |
| 2023 | $6,064 | $715,167 | $0 | $0 |
| 2022 | $5,313 | $674,900 | $449,700 | $225,200 |
| 2021 | $4,960 | $671,300 | $0 | $0 |
| 2020 | $4,960 | $667,700 | $0 | $0 |
| 2019 | $4,933 | $664,100 | $449,700 | $214,400 |
| 2018 | $4,556 | $634,433 | $0 | $0 |
| 2017 | $4,129 | $604,767 | $0 | $0 |
| 2016 | $3,633 | $575,100 | $0 | $0 |
| 2015 | $3,032 | $565,333 | $0 | $0 |
| 2014 | $3,032 | $555,567 | $0 | $0 |
Source: Public Records
Agents Affiliated with this Home
-
Brian Gearhart
Seller's Agent in 2022
Brian Gearhart
Benson & Mangold, LLC
(410) 310-5179
304 Total Sales
-
Rondy Alstrom
RA
Buyer's Agent in 2022
Rondy Alstrom
Tilghman Island Realty Inc
(410) 829-3972
23 Total Sales
Map
Source: Bright MLS
MLS Number: MDTA2003796
APN: 05-187370
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The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
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Copyright 2026 Bright MLS, Inc.
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