5809 Whipoorwill Dr
Deale, MD 20751
3 Beds
2.5 Baths
2,024 sqft (on 0.26 acres)
3 Beds
2.5 Baths
2,024 sqft
(on 0.26 acres)
Local Information
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Description
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.
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
Garage
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 5809 Whipoorwill Dr
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Heating & Cooling Heating: Heat PumpAir ConditioningHeating Fuel: Heat Pump |
Levels, Entrance, & Accessibility Stories: 2 |
Fireplace & Spa Fireplace |
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Exterior Home Features Roof: Shake ShingleDeckExterior: Other |
Parking & Garage GarageParking: Garage Attached |
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Year Built Year Built: 1997 |
Property Type / Style Property Type: Single Family HomeArchitecture: Conventional |
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Units in Building: 1 |
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Lot Area: 0.26 acres |
Price History for 5809 Whipoorwill Dr
| Date | Price | Event | Source |
|---|---|---|---|
| 10/15/2021 | $470,000 | Sold | Bright MLS #MDAA2008208 |
| 09/13/2021 | $460,000 | Pending | Bright MLS #MDAA2008208 |
| 05/11/2011 | $349,900 | Sold | N/A |
| 04/05/2011 | $349,900 | Pending | Agent Provided |
| 02/19/2011 | $349,900 | Listed For Sale | Agent Provided |
| 04/10/2003 | $249,900 | Sold | N/A |
| 12/23/1996 | $141,300 | Sold | N/A |
| 11/18/1996 | $12,000 | Sold | N/A |
| 12/19/1994 | $40,000 | Sold | N/A |
Market trends in Deale
Last updated April 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
16 4MoM
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $4,976 |
| Assessment | $408,800 |
Home facts updated by county records
Comparable Sales for 5809 Whipoorwill Dr
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.19 | Single-Family Home | $550,000 | 01/23/26 | 3 | 2.5 | 2,015 | |
0.05 | Single-Family Home | $445,000 | 11/07/25 | 3 | 2 | 1,456 | |
0.12 | Single-Family Home | $410,000 | 10/03/25 | 3 | 1 | 1,200 | |
0.12 | Single-Family Home | $602,500 | 10/29/25 | 3 | 2.5 | 1,680 | |
0.45 | Single-Family Home | $400,000 | 05/14/26 | 3 | 3 | 1,344 | |
0.65 | Single-Family Home | $465,000 | 12/12/25 | 3 | 2.5 | 1,612 | |
0.80 | Single-Family Home | $415,000 | 06/27/25 | 3 | 2 | 2,030 | |
0.68 | Single-Family Home | $425,000 | 09/08/25 | 3 | 1.5 | 1,296 | |
0.58 | Single-Family Home | $499,999 | 12/05/25 | 3 | 3 | 2,132 | |
0.61 | Single-Family Home | $400,000 | 09/18/25 | 3 | 1 | 1,762 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
SOLDNOV 7, 2025Hyatt & Company Real Estate, LLC
OFF MARKETTrademark Realty, Inc
Assigned Schools
These are the assigned schools for 5809 Whipoorwill Dr.
- Deale Elementary School
- K-5
- Public
- 175 Students
8/10GreatSchools RatingParent Rating AverageThis review offers an honest perspective on the school from a parent who doesn't meet the listed requirements. Deal Elementary is praised as fantastic by some but not by all. You will love this school if your child is white or bi-racial, passing as white or neurotypical; if your child has connections with the right circles, such as relatives or parents who do, their experience at this school may be different. The school has excellent teachers and supportive staff. While your child will receive a quality education, they may also face bullying or feel excluded if they do not meet specific social and cultural expectations. Communication is strong within the school community, but students who do not fit in may be scrutinized more closely and blamed first for any issues. The Parent-Teacher Association (PTA) is very active. It organizes many activities for the children, but participating can be challenging if you aren't a stay-at-home mom or part of their social group. Your child will receive an excellent education, but it’s worth considering the potential mental health costs involved.Parent Review1y ago - Southern Middle School
- 6-8
- Public
- 755 Students
8/10GreatSchools RatingParent Rating AverageGreat teachers and admin. Mrs. Thompson is the dance teacher and she’s absolutely stellar! Can not say enough amazing things about her. School is older and could use funding but it’s a small town school and not in the city and the county tends to forget we’re here.Parent Review1y ago - Southern High School
- 9-12
- Public
- 1066 Students
6/10GreatSchools RatingParent Rating AverageLove this school. Small town community. Teachers and admin are incredibly supportive.Parent Review1y ago 
Check out schools near 5809 Whipoorwill Dr.
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
75 % 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
40 % 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.
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5809 Whipoorwill Dr, Deale, MD 20751 is a 3 bedroom, 3 bathroom, 2,024 sqft single-family home built in 1997. This property is not currently available for sale. 5809 Whipoorwill Dr was last sold on Oct 15, 2021 for $470,000. The current Trulia Estimate for 5809 Whipoorwill Dr is $553,400.