2188 Whippoorwill Rd, Madison, VA 22727
Property image
Property image
OFF MARKET

$435,000

Trulia Estimate
  • 1 Bed
  • 1 Bath
  • 874 sqft (on 43.74 acres)

2188 Whippoorwill Rd, Madison, VA 22727

Est. Refi. Payment $2,623/mo*
Refinance Your Home
Currently Off Market - Sold Aug 25, 2025 for $425,000

Home Value

Trulia Estimate
$435K
Since last month
Decreased$700 (-0.2%)
Since last year
Increased$9K (+2%)
Since last sale
Increased$10K (+2.3%)
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 +16% in the last 10 years
MonthEstimated value
2026
September 2026$435K
August 2026$435K
July 2026$435K
June 2026$438K
May 2026$436K
April 2026$435K
March 2026$432K
February 2026$428K
January 2026$429K
2025
2024
2023
2022
2021

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
1.45
Single-Family Home
$385,000
11/18/25
3
2
1,120
1.35
Single-Family Home
$1,200,000
08/28/26
5
5
1,994
1.89
Single-Family Home
$380,000
01/29/26
3
1
1,456
1.88
Single-Family Home
$275,000
12/12/25
3
1
1,466
2.11
Single-Family Home
$395,900
12/01/25
3
2
1,144
2.21
Single-Family Home
$395,900
09/25/25
3
2
1,144
2.19
Single-Family Home
$275,000
02/27/26
3
1
1,584
2.18
Single-Family Home
$390,000
09/26/25
3
2
1,144

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
0.72
-
-
-
-
Off Market
0.95
$480,300
-
-
-
Off Market
1.33
-
-
-
-
Off Market
1.35
$1,200,000
5
5
1,994
Recently Sold
1.45
$430,000
3
3
1,317
For Sale
1.45
$392,300
3
2
1,120
Off Market
1.48
$674,900
4
4
2,991
For Sale

Local Information

  • Map ViewExplore the area around 2188 Whippoorwill Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1957
43.74 acre lot
874 sqft
$498/sqft

About this House

This single-family home is located at 2188 Whippoorwill Rd, Madison, VA. 2188 Whippoorwill Rd is in Madison, VA and in ZIP code 22727. This property has 1 bedroom, 1 bathroom and approximately 874 sqft of floor space. This property has a lot size of 43.74 acres and was built in 1957.
2188 Whippoorwill Rd, Madison, VA 22727 is a 1 bedroom, 1 bathroom, 874 sqft single-family home built in 1957. It last sold for the $425,000 asking price on Aug 25, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $435,000, with a rent estimate of $1,473/month.
Last check for updates: about 9 hours ago
Listed by Lisa DeCarlo, (571) 239-8690
Samson Properties
Bought with: Michael Huling, (703) 409-8296, Coldwell Banker Realty
Source: Bright MLS, MLS#VAMA2002330

Home Details for 2188 Whippoorwill Rd

Interior Features

Interior Details
Number of Rooms: 1Types of Rooms: Basement
Beds & Baths
Number of Bedrooms: 1Main Level Bedrooms: 1Number of Bathrooms: 1Number of Bathrooms (full): 1Number of Bathrooms (main level): 1
Dimensions and Layout
Living Area: 874 Square Feet
Appliances & Utilities
Utilities: Phone Available, Propane, Other, Other Internet ServiceAppliances: Water Heater
Heating & Cooling
Heating: Wall Unit,WoodHas CoolingAir Conditioning: Window Unit(s),ElectricHas HeatingHeating Fuel: Wall Unit
Fireplace & Spa
Number of Fireplaces: 1Fireplace: OtherHas a Fireplace
Windows, Doors, Floors & Walls
Flooring: Hardwood
Levels, Entrance, & Accessibility
Stories: 1Levels: OneAccessibility: NoneFloors: Hardwood
View
Has a ViewView: Mountain(s), Panoramic, Scenic Vista, Trees/Woods, Valley

Exterior Features

Exterior Home Features
Roof: Metal PitchedFencing: OtherOther Structures: Above Grade, Below GradeFoundation: OtherNo Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageParking: Other
Pool
Pool: None
Frontage
Not on Waterfront
Water & Sewer
Sewer: On Site Septic
Finished Area
Finished Area (above surface): 874 Square Feet

Property Information

Year Built
Year Built: 1957
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Cabin/Lodge
Building
Construction Materials: LogNot a New Construction
Property Information
Condition: FixerParcel Number: 16 11B

Price & Status

Price
List Price: $425,000
Status Change & Dates
Off Market Date: Tue Aug 26 2025Possession Timing: Close Of Escrow

Active Status

MLS Status: CLOSED

Location

Direction & Address
City: MADISONCommunity: None Available
School Information
Elementary School District: Madison County Public SchoolsJr High / Middle School District: Madison County Public SchoolsHigh School District: Madison County Public Schools

Building

Building Area
Building Area: 874 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 43.737 Acres

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: Exclusive Right To Sell

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: VAMA2002330Above Grade Unfinished Area: 874

Price and Tax history

DateEventPrice
Aug 25, 2025
Source: Bright MLS #VAMA2002330
Sold
$425,000
Aug 11, 2025
Source: Bright MLS #VAMA2002330
Pending
$425,000
Aug 6, 2025
Source: Bright MLS #VAMA2002330
Contingent
$425,000
Jul 18, 2025
Source: Bright MLS #VAMA2002330
Listed For Sale
$425,000

Market trends in Madison

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
22
2
MoM

What Locals Say about Madison

At least 4 Trulia users voted on each feature.
  • 100 % Say car is needed

  • 100 % Say yards are well-kept

  • 100 % Say parking is easy

  • 78 % Say there's holiday spirit

  • 75 % Say it's dog friendly

  • 71 % Say there's wildlife

  • 67 % Say it's quiet

  • 67 % Say kids play outside

  • 56 % Say people would walk alone at night

  • 50 % Say they plan to stay for at least 5 years

  • 46 % Say neighbors are friendly

  • 40 % Say streets are well-lit

  • 33 % Say there are community events

  • 27 % Say it's walkable to restaurants

  • 25 % Say it's walkable to grocery stores

  • 10 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 Bright MLS, Inc. Click here for more information

Frequently asked questions about 2188 Whippoorwill Rd

  • What is 2188 Whippoorwill Rd estimated to be worth?
    Trulia's estimated value for 2188 Whippoorwill Rd in Madison, VA is $435,000.
  • What is the price history for 2188 Whippoorwill Rd?
    2188 Whippoorwill Rd in Madison, VA last sold for $425,000 in August 2025.
  • Is Madison a buyer's or seller's market?
    Madison is currently a seller's market, based on recent for-sale activity.
  • What are the closest schools to 2188 Whippoorwill Rd?
    The closest schools to 2188 Whippoorwill Rd in Madison, VA are Madison County High School (rated 6/10), Madison Primary School (Pre-K, rated 5/10), Waverly Yowell Elementary School (rated 4/10).
  • Does 2188 Whippoorwill Rd have air conditioning?
    Yes, 2188 Whippoorwill Rd in Madison, VA has air conditioning.
  • How big is the lot at 2188 Whippoorwill Rd?
    The lot at 2188 Whippoorwill Rd in Madison, VA is about 43.7 acres.

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