Is a car needed in Deale, MD?

As of early 2026, 100% of users say car is needed

Do kids play outside in Deale, MD?

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

Would people walk alone at night in Deale, MD?

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

Is parking easy in Deale, MD?

As of early 2026, 93% of users say parking is easy

Does Deale, MD show holiday spirit?

As of early 2026, 93% of users say there's holiday spirit

Is Deale, MD dog-friendly?

As of early 2026, 92% of users say it's dog friendly

Are yards well-kept in Deale, MD?

As of early 2026, 88% of users say yards are well-kept

Is there wildlife in Deale, MD?

As of early 2026, 86% of users say there's wildlife

As of early 2026, 78% of users say it's quiet

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

As of early 2026, 73% of users say they plan to stay for at least 5 years

Are neighbors friendly in Deale, MD?

As of early 2026, 70% of users say neighbors are friendly

Are there community events in Deale, MD?

As of early 2026, 69% of users say there are community events

Is Deale, MD walkable to restaurants?

As of early 2026, 44% of users say it's walkable to restaurants

Are the streets well-lit in Deale, MD?

As of early 2026, 20% of users say streets are well-lit

Is Deale, MD walkable to grocery stores?

As of early 2026, 19% of users say it's walkable to grocery stores

OFF MARKET

5818 Whippoorwill Dr
Deale, MD 20751

3 Beds
2 Baths
1,344 sqft (on 0.33 acres)

$443,300

Trulia Estimate

as of Jul 8, 2026

Est. Refi. Payment $2,580/mo*

Refinance Your Home

$443,300

Trulia Estimate

as of Jul 8, 2026

Est. Refi. Payment $2,580/mo*

Refinance Your Home

3 Beds

2 Baths

1,344 sqft

(on 0.33 acres)

Local Information

Map ViewExplore the area around 5818 Whippoorwill Dr.
Schools1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Description

!!!!!! PRICE REDUCTION !!!!!!! This is a very cute 3 bedroom 2 bath home in North Deale. The home features fresh paint updated kitchen and one car garage with a very large driveway. Large lot with a fenced in back yard with lots of shade from mature trees. Really great curb appeal with nice landscaping. !!!!!! BRING A FULL PRICE OFFER AND GET 3% IN CLOSING HELP !!!!!

5818 Whippoorwill Dr, Deale, MD 20751 is a 3 bedroom, 2 bathroom, 1,344 sqft single-family home built in 1964. It last sold for $280,000 on Apr 24, 2017. It is currently off market. The Trulia Estimate is $443,300, with a rent estimate of $2,573/month.

Home Highlights

Parking

Garage

Outdoor

Deck

A/C

Heating & Cooling

HOA

None

Price/Sqft

No Info

Listed

Less than a day ago

Home Details for 5818 Whippoorwill Dr

Interior Features
Heating & Cooling Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility Stories: 1
Interior Details Types of Rooms: Dining RoomCeiling Fan
Fireplace & Spa Fireplace

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

Property Information
Year Built Year Built: 1964
Property Type / Style Property Type: Single Family HomeArchitecture: Conventional

Community
Units in Building: 1

Lot Information
Lot Area: 0.33 acres

Price History for 5818 Whippoorwill Dr

Date	Price	Event	Source
04/24/2017	$280,000	Sold	N/A
Recording Date 04/24/2017 Contract Date 03/30/2017 County Transfer Tax $2,800 Total Transfer Tax $41,200
02/10/2017	$275,000	PriceChange	Agent Provided
Price Change $4,999 (-2%)
10/12/2016	$279,999	PriceChange	Agent Provided
Price Change $1 (-0%)
09/25/2016	$280,000	PriceChange	Agent Provided
Price Change $5,000 (-2%)
09/06/2016	$285,000	PriceChange	Agent Provided
Price Change $5,000 (-2%)
07/28/2016	$290,000	PriceChange	Agent Provided
Price Change $5,000 (-2%)
06/28/2016	$295,000	Listed For Sale	Agent Provided

06/13/2012	$249,000	Sold	N/A
Recording Date 06/13/2012 Contract Date 05/17/2012 County Transfer Tax $2,490 Total Transfer Tax $3,113
01/08/2012	$249,900	Listed For Sale	Agent Provided

05/15/2006	$214,211	Sold	N/A
Recording Date 05/15/2006 County Transfer Tax N/A Total Transfer Tax N/A
12/22/2004	$210,000	Sold	N/A
Recording Date 12/22/2004 County Transfer Tax N/A Total Transfer Tax N/A
09/21/1993	$90,000	Sold	N/A
Recording Date 09/21/1993 County Transfer Tax N/A Total Transfer Tax N/A

Market trends in Deale

Last updated May 2026

Avg. sale price

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Sale-to-List Price

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Price per sq ft

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Available listings

5MoM

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Property Tax and Assessment

Year	2025
Tax	$3,890
Assessment	$309,067

Home facts updated by county records

Comparable Sales for 5818 Whippoorwill Dr

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
5870 Deale Churchton Rd, Deale, MD	0.08	Single-Family Home	$445,000	11/07/25	3	2	1,456
5911 Rockhold Dr, Deale, MD	0.06	Single-Family Home	$410,000	10/03/25	3	1	1,200
645 Gull Dr, Deale, MD	0.11	Single-Family Home	$550,000	01/23/26	3	2.5	2,015
718 Mimosa Cove Rd, Deale, MD	0.22	Single-Family Home	$462,000	10/24/25	3	2	2,160
732 Mallard Dr, Deale, MD	0.10	Single-Family Home	$602,500	10/29/25	3	2.5	1,680
5930 Sneed Dr, Deale, MD	0.47	Single-Family Home	$400,000	05/14/26	3	3	1,344
5942 Flood Ave, Deale, MD	0.74	Single-Family Home	$425,000	09/08/25	3	1.5	1,296
639 Deale Rd, Deale, MD	0.53	Single-Family Home	$400,000	09/18/25	3	1	1,762
5945 Deale Beach Rd, Deale, MD	0.71	Single-Family Home	$465,000	12/12/25	3	2.5	1,612
6008 Allwine Ave, Deale, MD	0.97	Single-Family Home	$400,000	12/02/25	3	2	1,750

Nearby homes

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

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SOLD
OCT 3, 2025
$410,000
3 bd
1 ba
1,200 sqft
5911 Rockhold Dr,
Deale, MD 20751
CENTURY 21 New Millennium
SOLD
OCT 29, 2025
$602,500
3 bd
2.5 ba
1,680 sqft
732 Mallard Dr,
Deale, MD 20751
RE/MAX Executive
SOLD
NOV 7, 2025
$445,000
3 bd
2 ba
1,456 sqft
5870 Deale Churchton Rd,
Deale, MD 20751
Hyatt & Company Real Estate, LLC
OFF MARKET
Est. $505,000
3 bd
2 ba
1,700 sqft
701 Kingfisher Rd,
Deale, MD 20751
Impact Real Estate, LLC
OFF MARKET
Est. $563,800
4 bd
2.5 ba
2,050 sqft
642 Gull Dr,
Deale, MD 20751
Schwartz Realty, Inc.
SOLD
JAN 23, 2026
$550,000
3 bd
2.5 ba
2,015 sqft
645 Gull Dr,
Deale, MD 20751
Home Towne Real Estate
OFF MARKET
Est. $536,000
3 bd
2.5 ba
2,016 sqft
685 Swan Dr,
Deale, MD 20751
Redfin Corp
OFF MARKET
Est. $459,700
3 bd
2 ba
1,962 sqft
683 Swan Dr,
Deale, MD 20751
Schwartz Realty, Inc.
FOR SALE
0.25 ACRES
$524,900
5 bd
3.5 ba
2,016 sqft
5854 Deale Churchton Rd,
Deale, MD 20751
Rosati Realty
OFF MARKET
Est. $505,200
3 bd
2.5 ba
1,464 sqft
679 Swan Dr,
Deale, MD 20751
RE/MAX One
OFF MARKET
Est. $510,500
3 bd
2.5 ba
1,921 sqft
5888 Deale Churchton Rd,
Deale, MD 20751
EXP Realty, LLC
OFF MARKET
Est. $1,508,700
5 bd
3.5 ba
3,599 sqft
5830 Swamp Circle Rd,
Deale, MD 20751
Keller Williams Flagship

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Additional Cost

Assigned Schools

These are the assigned schools for 5818 Whippoorwill 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 Deale

At least 8 Trulia users voted on each feature.

100 % Say car is needed
100 % Say kids play outside
100 % Say people would walk alone at night
93 % Say parking is easy
93 % Say there's holiday spirit
92 % Say it's dog friendly
88 % Say yards are well-kept
86 % Say there's wildlife
78 % Say it's quiet
73 % Say they plan to stay for at least 5 years
70 % Say neighbors are friendly
69 % Say there are community events
44 % Say it's walkable to restaurants
20 % Say streets are well-lit
19 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.

Brandi E.
Resident
8y ago
"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!"
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Apartments for Rent

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Homes for sale near 5818 Whippoorwill Dr

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0.25 ACRES
$524,900
5 bd
3.5 ba
2,016 sqft
5854 Deale Churchton Rd,
Deale, MD 20751
Rosati Realty
0.31 ACRES
$415,000
3 bd
2 ba
1,169 sqft
5650 Deale Churchton Rd,
Churchton, MD 20733
Taylor Properties
NEW CONSTRUCTION
0.33 ACRES
$1,250,000
4 bd
4 ba
3,500 sqft
5918 Sneed Dr,
Deale, MD 20751
Lofgren-Sargent Real Estate
0.34 ACRES
$745,000
2 bd
2 ba
1,440 sqft
968 Main St,
Deale, MD 20751
Long & Foster Real Estate, Inc.
$520,000
3 bd
1 ba
1,440 sqft
812 Bay View Dr,
Deale, MD 20751
RE/MAX One
OPEN SUN, 1-3PM
0.37 ACRES
$1,000,000
5 bd
3.5 ba
4,226 sqft
5929 Deale Beach Rd,
Deale, MD 20751
Corner House Realty
$675,000
3 bd
2 ba
1,030 sqft
626 Irvin Ave,
Deale, MD 20751
KD Realty Inc
0.76 ACRES
$475,000
5 bd
3 ba
2,324 sqft
626 Clark Ave,
Deale, MD 20751
Samson Properties
OPEN SUN, 12-2PM
13.83 ACRES
$1,750,000
4 bd
4 ba
5,351 sqft
5865 Deale Beach Rd,
Deale, MD 20751
Compass
0.3 ACRES
$550,000
4 bd
3 ba
1,840 sqft
5608 Bimini Ct,
Churchton, MD 20733
EXP Realty, LLC
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Off Market Homes Near 5818 Whippoorwill Dr

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SOLD
JUL 1, 2026
$405,000
3 bd
2.5 ba
1,344 sqft
4944 Beech St,
Shady Side, MD 20764
Taylor Properties
SOLD
JUL 1, 2026
$575,000
4 bd
2.5 ba
2,002 sqft
6310 Woodcrest Dr,
Dunkirk, MD 20754
RE/MAX One
SOLD
JUN 30, 2026
$370,000
3 bd
1 ba
1,264 sqft
6037 Drum Point Rd,
Deale, MD 20751
RE/MAX Excellence Realty
SOLD
JUN 30, 2026
$331,500
3 bd
2.5 ba
2,300 sqft
31 Deale Rd,
Tracys Landing, MD 20779
RE/MAX United Real Estate
SOLD
JUN 26, 2026
$274,000
4 bd
2 ba
2,464 sqft
4939 Bonniewood Dr,
Shady Side, MD 20764
Schwartz Realty, Inc.
SOLD
JUN 24, 2026
$600,000
4 bd
3.5 ba
2,071 sqft
1205 Hawthorne St,
Shady Side, MD 20764
Keller Williams Select Realtors of Annapolis
SOLD
JUN 24, 2026
$565,000
5 bd
3.5 ba
2,636 sqft
5510 Berkley Manor Ln,
Churchton, MD 20733
Schwartz Realty, Inc.
SOLD
JUN 24, 2026
$649,900
5 bd
3 ba
3,796 sqft
610 E Marshall Ave,
Deale, MD 20751
Real Broker, LLC - Annapolis
SOLD
JUN 24, 2026
$575,000
3 bd
2.5 ba
2,194 sqft
5630 Dartmouth St,
Churchton, MD 20733
Berkshire Hathaway HomeServices PenFed Realty
SOLD
JUN 17, 2026
$450,000
2 bd
1 ba
1,456 sqft
5635 Shady Side Rd,
Churchton, MD 20733
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5818 Whippoorwill Dr
Deale, MD 20751

$443,300

$443,300

Local Information