5809 Whipoorwill Dr, Deale, MD 20751
Property image
Property image
OFF MARKET

$538,700

Trulia Estimate
  • 3 Beds
  • 2.5 Baths
  • 2,024 sqft (on 0.26 acres)

5809 Whipoorwill Dr, Deale, MD 20751

Est. Refi. Payment $3,189/mo*
Refinance Your Home
Currently Off Market - Sold Oct 15, 2021 for $470,000

Home Value

Trulia Estimate
$539K
Since last month
Decreased$3K (-0.5%)
Since last year
Decreased$900 (-0.2%)
Since last sale
Increased$69K (+14.6%)
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$539K
July 2026$541K
June 2026$550K
May 2026$553K
April 2026$554K
March 2026$554K
February 2026$545K
January 2026$541K
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
645 Gull Dr, Deale, MD
0.19
Single-Family Home
$550,000
01/23/26
3
2.5
2,015
5870 Deale Churchton Rd, Deale, MD
0.05
Single-Family Home
$445,000
11/07/25
3
2
1,456
718 Mimosa Cove Rd, Deale, MD
0.21
Single-Family Home
$462,000
10/24/25
3
2
2,160
5911 Rockhold Dr, Deale, MD
0.12
Single-Family Home
$410,000
10/03/25
3
1
1,200
732 Mallard Dr, Deale, MD
0.12
Single-Family Home
$602,500
10/29/25
3
2.5
1,680
711 Mimosa Cove Rd, Deale, MD
0.24
Single-Family Home
$635,000
06/25/26
4
3.5
2,650
5930 Sneed Dr, Deale, MD
0.45
Single-Family Home
$400,000
05/14/26
3
3
1,344
5945 Deale Beach Rd, Deale, MD
0.65
Single-Family Home
$465,000
12/12/25
3
2.5
1,612
5942 Flood Ave, Deale, MD
0.68
Single-Family Home
$425,000
09/08/25
3
1.5
1,296
732 Masons Beach Rd, Deale, MD
0.58
Single-Family Home
$499,999
12/05/25
3
3
2,132

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
5870 Deale Churchton Rd, Deale, MD 20751
0.05
$445,000
3
2
1,456
Recently Sold
5854 Deale Churchton Rd, Deale, MD 20751
0.09
$489,900
5
3.5
2,016
For Sale
5911 Rockhold Dr, Deale, MD 20751
0.12
$414,200
3
1
1,200
Off Market
732 Mallard Dr, Deale, MD 20751
0.12
$608,300
3
2.5
1,680
Off Market
718 Mimosa Cove Rd, Deale, MD 20751
0.21
$549,100
3
2
2,160
Off Market
5888 Deale Churchton Rd, Deale, MD 20751
0.20
$501,300
3
2.5
1,921
Off Market
645 Gull Dr, Deale, MD 20751
0.19
$550,000
3
2.5
2,015
Recently Sold
685 Swan Dr, Deale, MD 20751
0.21
$535,400
3
2.5
2,016
Off Market
701 Kingfisher Rd, Deale, MD 20751
0.19
$504,400
3
2
1,700
Off Market
683 Swan Dr, Deale, MD 20751
0.21
$472,300
3
2
1,962
Off Market
642 Gull Dr, Deale, MD 20751
0.20
$555,200
4
2.5
2,050
Off Market
711 Mimosa Cove Rd, Deale, MD 20751
0.24
$635,000
4
3.5
2,650
Recently Sold

Local Information

  • Map ViewExplore the area around 5809 Whipoorwill Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1997
Lot Size
0.26 acres
Living Area
2,024 sqft
Price/Sqft
$266
Parking
Garage

About this House

Where WELCOME meets HOME. From the minute you step onto your covered front porch with room for lounging and drinking sweet tea to a ceiling fan to cool you off, you are ready to welcome guests and feel relaxed and at home. The house has been freshly painted and is move-in ready! The main level has a living room with fireplace, family room with cathedral ceilings and a stone wall and kitchen with eat in dining area. Located on the upper level are three spacious bedrooms and two full baths. Garage doors that look like barn doors give this house so much added farm house charm. An additional detached garage is conveniently located behind the house and is large enough for a vehicle and plenty of storage or can be used as a she shed for gardening. The fully fenced in back yard is perfect for pets and children and the landscaping is filled with beautiful low maintenance plants and flowers. One section was recently an active butterfly garden.
5809 Whipoorwill Dr, Deale, MD 20751 is a 3 bedroom, 3 bathroom, 2,024 sqft single-family home built in 1997. It last sold for $470,000 on Oct 15, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $538,700, with a rent estimate of $2,996/month.

Home Details for 5809 Whipoorwill Dr

Interior Features

Heating & Cooling
Heating: Heat PumpAir ConditioningHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

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

Property Information

Year Built
Year Built: 1997
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 1

Lot Information

Lot Area: 0.26 acres

Price and Tax history

DateEventPrice
Oct 15, 2021
Source: Bright MLS #MDAA2008208
Sold
$470,000
Sep 13, 2021
Source: Bright MLS #MDAA2008208
Pending
$460,000
May 11, 2011
Source: N/A
Sold
$349,900
Apr 5, 2011
Source: Agent Provided
Pending
$349,900
Feb 19, 2011
Source: Agent Provided
Listed For Sale
$349,900

Market trends in Deale

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
9

Around this home

What Locals Say about Deale

At least 9 Trulia users voted on each feature.

  • 100 % Say car is needed

  • 100 % Say people would walk alone at night

  • 100 % Say kids play outside

  • 93 % Say parking is easy

  • 93 % Say it's dog friendly

  • 93 % Say there's holiday spirit

  • 89 % Say yards are well-kept

  • 87 % Say there's wildlife

  • 78 % Say it's quiet

  • 73 % Say they plan to stay for at least 5 years

  • 71 % Say neighbors are friendly

  • 69 % Say there are community events

  • 44 % Say it's walkable to restaurants

  • 24 % Say it's walkable to grocery stores

  • 20 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Brandi E.
    "I've lived I this area for 2 years and love it! It's quiet and cozy but a short drive into any of the larger cities. Friendly neighborhood and close to a few waterfront restaurants!"
    0
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Frequently asked questions about 5809 Whipoorwill Dr

  • What is 5809 Whipoorwill Dr estimated to be worth?
    Trulia's estimated value for 5809 Whipoorwill Dr in Deale, MD is $538,700.
  • What is the price history for 5809 Whipoorwill Dr?
    5809 Whipoorwill Dr in Deale, MD last sold for $470,000 in October 2021.
  • Is Deale a buyer's or seller's market?
    Deale is currently a balanced market, based on recent for-sale activity.
  • What do residents say about Deale?
    Residents describe Deale, MD as easy to park in, dog-friendly, and well-kept. Most residents say you need a car. See recently sold homes in Deale, MD.
  • How big is the lot at 5809 Whipoorwill Dr?
    The lot at 5809 Whipoorwill Dr in Deale, MD is about 0.26 acres (11,250 sq ft).
  • Does 5809 Whipoorwill Dr have a garage?
    Yes, 5809 Whipoorwill Dr in Deale, MD has a garage.

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