5451 Windward Dr, Tilghman, MD 21671
OFF MARKET

$279,000

Trulia Estimate
  • Studio
  • 1 Bath
  • 1,031 sqft (on 0.44 acres)

5451 Windward Dr, Tilghman, MD 21671

Est. Refi. Payment $1,658/mo*
Refinance Your Home
Currently Off Market - Sold Aug 23, 2005 for $239,900

Home Value

Trulia Estimate
$279K
Since last month
Decreased$4K (-1.5%)
Since last year
Decreased$10K (-3.6%)
Since last sale
Increased$37K (+15.5%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +59% in the last 10 years
MonthEstimated value
2026
August 2026$277K
July 2026$282K
June 2026$290K
May 2026$289K
April 2026$282K
March 2026$281K
February 2026$277K
January 2026$278K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
5440 Anchor Rd, Tilghman, MD
0.04
Single-Family Home
$375,000
12/10/25
3
2
1,512
5379 Anchor Rd, Tilghman, MD
0.16
Single-Family Home
$510,000
12/05/25
2
2.5
1,232
21424 Wharf Rd, Tilghman, MD
0.66
Single-Family Home
$349,000
11/04/25
2
1
1,464
5582 Trafalgar Cir, Tilghman, MD
0.27
Single-Family Home
$523,307
04/08/26
3
2.5
2,110
5654 Trafalgar Cir, Tilghman, MD
0.40
Single-Family Home
$455,000
08/21/26
3
2
1,710
5744 Johns Way, Tilghman, MD
0.57
Single-Family Home
$411,000
02/16/26
3
2.5
1,512
5960 Tilghman Island Rd, Tilghman, MD
1.01
Single-Family Home
$135,000
07/29/26
1
888
5909 Tilghman Island Rd, Tilghman, MD
0.90
Single-Family Home
$300,000
01/08/26
2
1
1,080
5820 Tilghman Beach Dr, Tilghman, MD
0.70
Single-Family Home
$740,000
11/24/25
2
1
1,776
5520 Leeward Ln, Tilghman, MD
0.13
Single-Family Home
$1,000,000
06/18/26
5
2.5
4,214

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
5440 Anchor Rd, Tilghman, MD 21671
0.04
$375,000
3
2
1,512
Recently Sold
5480 Windward Dr, Tilghman, MD 21671
0.08
$1,250,000
4
3
1,936
For Sale
21310 Landing Ln, Tilghman, MD 21671
0.11
$340,200
3
2
1,120
Off Market
5520 Leeward Ln, Tilghman, MD 21671
0.13
$1,000,000
5
2.5
4,214
Recently Sold
5379 Anchor Rd, Tilghman, MD 21671
0.16
$510,000
2
2.5
1,232
Recently Sold
Leeward Ln, Tilghman, MD 21671
0.20
-
-
-
-
Off Market
5582 Trafalgar Cir, Tilghman, MD 21671
0.27
$523,307
3
2.5
2,110
Recently Sold
5559 Trafalgar Cir, Tilghman, MD 21671
0.30
$550,000
5
3.5
3,404
For Sale
21379 Ferry Landing Rd, Tilghman, MD 21671
0.31
$691,100
3
2.5
3,459
Off Market
Lot 44 Ferry Landing Rd, Tilghman, MD 21671
0.35
-
-
-
-
Off Market
Ferry Landing Rd, Tilghman, MD 21671
0.36
-
-
-
-
Off Market
5636 Trafalgar Cir, Tilghman, MD 21671
0.38
$598,600
4
2.5
2,786
Off Market

Local Information

  • Map ViewExplore the area around 5451 Windward Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1970
Lot Size
0.44 acres
Living Area
1,031 sqft
Price/Sqft
$271
Parking
Garage

About this House

This single-family home is located at 5451 Windward Dr, Tilghman, MD. 5451 Windward Dr is in Tilghman, MD and in ZIP code 21671. This property has 1 bathroom and approximately 1,031 sqft of floor space. This property has a lot size of 0.44 acres and was built in 1970.
5451 Windward Dr, Tilghman, MD 21671 is a studio, 1 bathroom, 1,031 sqft single-family home built in 1970. It last sold for $239,900 on Aug 23, 2005. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $279,000, with a rent estimate of $1,791/month.

Home Details for 5451 Windward Dr

Interior Features

Heating & Cooling
Heating: Heat PumpAir ConditioningHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility
Stories: 1.5
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: Other
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1970
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 1

Lot Information

Lot Area: 0.44 acres

Price and Tax history

DateEventPrice
Jun 3, 2024
Source: Bright MLS #MDTA2007774
ListingRemoved
Apr 23, 2024
Source: Bright MLS #MDTA2007774
Listed For Sale
$390,000
Aug 23, 2005
Source: N/A
Sold
$239,900
Jun 24, 1996
Source: N/A
Sold
$83,000

Market trends in Tilghman

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
17
3MoM

Around this home

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

Frequently asked questions about 5451 Windward Dr

  • What is 5451 Windward Dr estimated to be worth?
    Trulia's estimated value for 5451 Windward Dr in Tilghman, MD is $279,000.
  • What is the price history for 5451 Windward Dr?
    5451 Windward Dr in Tilghman, MD last sold for $239,900 in August 2005.
  • Is Tilghman a buyer's or seller's market?
    Tilghman is currently a buyer's market, based on recent for-sale activity.
  • What are the closest schools to 5451 Windward Dr?
    The closest schools to 5451 Windward Dr in Tilghman, MD are St. Michaels Middle/High School (rated 6/10), Tilghman Elementary School (Pre-K, rated 2/10).
  • How big is the lot at 5451 Windward Dr?
    The lot at 5451 Windward Dr in Tilghman, MD is about 0.44 acres (19,050 sq ft).
  • Does 5451 Windward Dr have a garage?
    Yes, 5451 Windward Dr in Tilghman, MD has a garage.

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