186 Cooley Dr, Middletown, VA 22645
OFF MARKET

186 Cooley Dr
Middletown, VA 22645

  • 4 Beds
  • 3.5 Baths
  • 2,331 sqft (on 5.10 acres)

$753,500

Trulia Estimate
as of May 18, 2026
Est. Refi. Payment $4,070/mo*
Refinance Your Home

$753,500

Trulia Estimate
as of May 18, 2026
Est. Refi. Payment $4,070/mo*
Refinance Your Home
4 Beds
3.5 Baths
2,331 sqft
(on 5.10 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Custom built home on 5+acres, main level master suite is amazing w/columns, luxury master bath - his/her closets! great room w/wood burning fireplace, hardwood, custom kitchen, relax in the sunroom, formal dining! Bonus room is finished for 4th bedroom. Lower level is set up for in law suite, full bath & ktichen, Large deck, patio, sidewalks, landscaped. Add'l 3rd garage is in the back
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
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 186 Cooley Dr

Interior Features

Heating & Cooling
Heating: Heat PumpAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility
Stories: 3Floors: Hardwood
Interior Details
Number of Rooms: 6
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: CompositionExterior: Other, BrickFoundation Type: Stone
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 2004
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Lot Information

Lot Area: 5.10 acres

Price History for 186 Cooley Dr

DatePriceEventSource
06/01/2018$445,000Sold
N/A
03/27/2018$449,900Listed For SaleAgent Provided
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Property Tax and Assessment

Year2025
Tax$3,575
Assessment$746,400
Home facts updated by county records

Comparable Sales for 186 Cooley Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
168 Thomas Dr, Middletown, VA
0.32
Single-Family Home
$620,000
07/21/25
4
2.5
2,416
215 Thomas Dr, Middletown, VA
0.41
Single-Family Home
$515,000
09/26/25
3
2.5
2,410
551 Jacksons Chase Dr, Middletown, VA
0.63
Single-Family Home
$835,000
05/29/25
4
3
2,382
515 River Ridge Dr, Middletown, VA
1.01
Single-Family Home
$750,000
02/23/26
4
4
4,144
42 Little Sorrel Dr, Middletown, VA
0.88
Single-Family Home
$699,000
05/23/25
5
3.5
5,052
111 Jackson Pl, Middletown, VA
1.02
Single-Family Home
$645,000
08/29/25
3
2
2,401
2180 Strasburg Rd, Front Royal, VA
1.95
Single-Family Home
$575,000
09/30/25
4
3
2,236
20 Katie Ln, Middletown, VA
1.71
Single-Family Home
$584,933
03/05/26
4
3
2,312
3812 Guard Hill Rd, Front Royal, VA
1.39
Single-Family Home
$750,000
11/05/25
3
2
5,468
890 Shadows Dr, Front Royal, VA
1.59
Single-Family Home
$565,000
09/24/25
5
3
2,790

Assigned Schools

These are the assigned schools for 186 Cooley 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 Middletown

At least 18 Trulia users voted on each feature.

  • 90 % Say yards are well-kept

  • 89 % Say parking is easy

  • 86 % Say there's holiday spirit

  • 78 % Say car is needed

  • 67 % Say it's quiet

  • 67 % Say they plan to stay for at least 5 years

  • 65 % Say kids play outside

  • 61 % Say it's dog friendly

  • 60 % Say there are sidewalks

  • 55 % Say people would walk alone at night

  • 50 % Say streets are well-lit

  • 48 % Say it's walkable to restaurants

  • 43 % Say there's wildlife

  • 38 % Say neighbors are friendly

  • 35 % Say there are community events

  • 26 % Say it's walkable to grocery stores

Learn more about our methodology.
  • Pgd26kdm7j
    "Limited yard area for some houses. However I do see lots of people walking their dogs on the sidewalk or even down at the park. "
    0
    Flag
  • Gsneff58
    "Really good neighborhood to live close to front Royal and Winchester really good schools shopping and rural area"
    0
    Flag
  • Barbi121770
    "The commute into town is easy and not busy at all. The neighborhood I live in is wonderful I couldn’t ask for better neighbors. "
    0
    Flag

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Apartments for Rent

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Homes for sale near 186 Cooley Dr

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Homes for rent near 186 Cooley Dr

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Off Market Homes Near 186 Cooley Dr

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Explore by feature

186 Cooley Dr, Middletown, VA 22645 is a 4 bedroom, 4 bathroom, 2,331 sqft single-family home built in 2004. This property is not currently available for sale. 186 Cooley Dr was last sold on Jun 1, 2018 for $445,000. The current Trulia Estimate for 186 Cooley Dr is $753,500.