Is Tilghman, MD dog-friendly?

As of early 2026, 100% of users say it's dog friendly

Is parking easy in Tilghman, MD?

As of early 2026, 100% of users say parking is easy

Would people walk alone at night in Tilghman, MD?

As of early 2026, 100% of users say people would walk alone at night

Do kids play outside in Tilghman, MD?

As of early 2026, 100% of users say kids play outside

Are neighbors friendly in Tilghman, MD?

As of early 2026, 100% of users say neighbors are friendly

Do residents of Tilghman, MD plan to stay at least 5 years?

As of early 2026, 100% of users say they plan to stay for at least 5 years

Does Tilghman, MD show holiday spirit?

As of early 2026, 100% of users say there's holiday spirit

Are yards well-kept in Tilghman, MD?

As of early 2026, 100% of users say yards are well-kept

Is there wildlife in Tilghman, MD?

As of early 2026, 100% of users say there's wildlife

Is Tilghman, MD walkable to restaurants?

As of early 2026, 100% of users say it's walkable to restaurants

Are there community events in Tilghman, MD?

As of early 2026, 75% of users say there are community events

Is a car needed in Tilghman, MD?

As of early 2026, 67% of users say car is needed

Is Tilghman, MD walkable to grocery stores?

As of early 2026, 50% of users say it's walkable to grocery stores

OFF MARKET

Windward Dr
Tilghman, MD 21671

(on 0.45 acres)

Local Information

-- mins to

Commute Destination

Description

This lot/land is located at Windward Dr, Tilghman, MD. Windward Dr is in Tilghman, MD and in ZIP code 21671. This property has a lot size of 0.52 acres.

This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking

No Info

Outdoor

No Info

HOA

None

Price/Sqft

No Info

Listed

Less than a day ago

Home Details for Windward Dr

Property Information
Property Type / Style Property Type: Lot Land

Lot Information
Lot Area: 0.45 acres

Price History for Windward Dr

Date	Price	Event	Source
03/25/2022	$62,000	Sold	Bright MLS #MDTA140152
Recording Date 03/25/2022 County Transfer Tax N/A Total Transfer Tax N/A
02/22/2022	$75,000	Pending	Bright MLS #MDTA140152

02/10/2022	$75,000	Contingent	Bright MLS #MDTA140152

11/08/2021	$75,000	PendingToActive	Bright MLS #MDTA140152

10/28/2021	$75,000	Contingent	Bright MLS #MDTA140152

09/06/2021	$75,000	PriceChange	Bright MLS #MDTA140152
Price Change $14,000 (-16%)
03/06/2021	$89,000	Listed For Sale	Bright MLS #MDTA140152

02/11/2021		ListingRemoved	Bright MLS #MDTA140152

02/08/2021	$89,000	Listed For Sale	Bright MLS #MDTA140152

01/15/2021		ListingRemoved	Bright MLS #MDTA140152

01/13/2021	$89,000	Listed For Sale	Bright MLS #MDTA140152

06/24/2020	$165,000	Sold	N/A
Recording Date 06/24/2020 County Transfer Tax N/A Total Transfer Tax N/A
02/26/2020	$179,900	PriceChange	Agent Provided
Price Change $20,000 (-10%)
07/10/2019	$199,900	Listed For Sale	Agent Provided

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Comparable Sales for Windward Dr

Address	Distance	Property Type	Sold Price	Sold Date	Bath	Sqft
Sunset Ln, Tilghman, MD	0.40	Lot/Land	$77,500	08/20/25	-	-
Holly Woods Rd, Sherwood, MD	2.48	Lot/Land	$165,000	03/04/26	-	-
Cabin Cove Rd S #7, Sherwood, MD	3.60	Lot/Land	$165,000	11/25/25	-	-
Cooper point Rd, Bozman, MD	5.38	Lot/Land	$185,000	04/06/26	-	-
Pot pie Rd, Wittman, MD	7.04	Lot/Land	$45,000	01/27/26	-	-
Bozman Neavitt Rd, Saint Michaels, MD	8.12	Lot/Land	$800,000	01/09/26	-	-

Nearby homes

Get a sense of prices in the area by checking nearby homes.

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SOLD
DEC 10, 2025
$375,000
3 bd
2 ba
1,512 sqft
5440 Anchor Rd,
Tilghman, MD 21671
Meredith Fine Properties
SOLD
DEC 5, 2025
$510,000
2 bd
2.5 ba
1,232 sqft
5379 Anchor Rd,
Tilghman, MD 21671
Meredith Fine Properties
OFF MARKET
Est. $343,900
3 bd
2 ba
1,120 sqft
21310 Landing Ln,
Tilghman, MD 21671
Benson & Mangold, LLC
OFF MARKET
Leeward Ln,
Tilghman, MD 21671
Meredith Fine Properties
SOLD
APR 8, 2026
$523,307
3 bd
2.5 ba
2,110 sqft
5582 Trafalgar Cir,
Tilghman, MD 21671
Eastern Shore Real Estate, LLC
FOR SALE
$569,000
5 bd
3.5 ba
3,404 sqft
5559 Trafalgar Cir,
Tilghman, MD 21671
Meredith Fine Properties
OFF MARKET
Est. $705,500
3 bd
2.5 ba
3,459 sqft
21379 Ferry Landing Rd,
Tilghman, MD 21671
TTR Sotheby's International Realty
OFF MARKET
Ferry Landing Rd,
Tilghman, MD 21671
Long & Foster Real Estate, Inc.
OFF MARKET
Lot 44 Ferry Landing Rd,
Tilghman, MD 21671
TTR Sotheby's International Realty
OFF MARKET
Ferry Landing Rd,
Tilghman, MD 21671
Thyme Real Estate Co LLC
OFF MARKET
Est. $611,700
4 bd
2.5 ba
2,786 sqft
5636 Trafalgar Cir,
Tilghman, MD 21671
Monument Sotheby's International Realty
FOR SALE
NEW CONSTRUCTION
QUICK MOVE-IN
$544,888
3 bd
2 ba
2,068 sqft
5648 Trafalgar Cir #4,
Tilghman, MD 21671

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Additional Cost

Assigned Schools

These are the assigned schools for Windward Dr.

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Tilghman

At least 1 Trulia users voted on each feature.

100 % Say it's dog friendly
100 % Say parking is easy
100 % Say people would walk alone at night
100 % Say kids play outside
100 % Say neighbors are friendly
100 % Say they plan to stay for at least 5 years
100 % Say there's holiday spirit
100 % Say yards are well-kept
100 % Say there's wildlife
100 % Say it's walkable to restaurants
75 % Say there are community events
67 % Say car is needed
50 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near Windward Dr

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OFF MARKET
Sinclair Ave,
Tilghman, MD 21671
0.3 ACRES
$75,000
Sinclair Ave,
Tilghman, MD 21671
Meredith Fine Properties
0.3 ACRES
$72,500
21472 Willey Rd,
Tilghman, MD 21671
Meredith Fine Properties
64.88 ACRES
$3,500,000
Bar Neck Rd,
Tilghman, MD 21671
Benson & Mangold, LLC
10.48 ACRES
$800,000
Quaker Neck Rd #16,
Bozman, MD 21612
TTR Sotheby's International Realty
7.31 ACRES
$800,000
Quaker Neck Rd #15,
Bozman, MD 21612
TTR Sotheby's International Realty
17.84 ACRES
$800,000
Quaker Neck Rd,
Bozman, MD 21612
TTR Sotheby's International Realty
2.2 ACRES
$59,950
814 Cody Dr #17,
Cambridge, MD 21613
Long & Foster Real Estate, Inc.
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Off Market Homes Near Windward Dr

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SOLD
JUN 1, 2026
$3,900,000
20 bd
22.5 ba
14,035 sqft
21384 Coopertown Rd,
Tilghman, MD 21671
Compass
SOLD
MAY 27, 2026
$1,505,000
3 bd
3.5 ba
2,672 sqft
7650 Ferry Cove Rd,
Sherwood, MD 21665
Coldwell Banker Realty
SOLD
MAY 20, 2026
$275,000
3 bd
1 ba
1,224 sqft
21749 Camper Cir,
Tilghman, MD 21671
Meredith Fine Properties
SOLD
APR 16, 2026
$425,000
2 bd
1 ba
960 sqft
6343 Bozman Neavitt Rd,
Neavitt, MD 21652
Benson & Mangold, LLC
SOLD
APR 13, 2026
$1,050,000
3 bd
3 ba
3,232 sqft
6050 Sunset Ln,
Tilghman, MD 21671
Chesapeake Bay Real Estate Plus, LLC
SOLD
APR 13, 2026
$2,125,000
3 bd
3.5 ba
3,847 sqft
21825 Langdon Farm Rd,
Sherwood, MD 21665
TTR Sotheby's International Realty
SOLD
APR 8, 2026
$523,307
3 bd
2.5 ba
2,110 sqft
5582 Trafalgar Cir,
Tilghman, MD 21671
Eastern Shore Real Estate, LLC
SOLD
APR 1, 2026
$983,000
2 bd
2 ba
1,383 sqft
6271 Neavitt Manor Rd,
Neavitt, MD 21652
Benson & Mangold, LLC
SOLD
MAR 26, 2026
$100,920
1 bd
1 ba
832 sqft
6369 Neavitt Manor Rd,
Neavitt, MD 21652
Results Realty Inc.
SOLD
MAR 20, 2026
$350,000
1 ba
672 sqft
21558 Bar Neck Cove Rd,
Tilghman, MD 21671
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Tilghman
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Homes for rent near Windward Dr

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Windward Dr, Tilghman, MD 21671 is a lot/land. This property is not currently available for sale. Windward Dr was last sold on Mar 25, 2022 for $62,000.

Windward Dr
Tilghman, MD 21671

Local Information