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

$457,500

Trulia Estimate
  • 2 Beds
  • 2 Baths
  • 1,342 sqft (on 7.77 acres)

429 Whippoorwill Rd, Madison, VA 22727

Est. Refi. Payment $2,725/mo*
Refinance Your Home
Currently Off Market - Sold Jun 1, 2015 for $149,900

Home Value

Trulia Estimate
$458K
Since last month
Decreased$2K (-0.4%)
Since last year
Increased$11K (+2.6%)
Since last sale
Increased$308K (+205.3%)
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 +124% in the last 10 years
MonthEstimated value
2026
August 2026$458K
August 2026$457K
July 2026$460K
June 2026$463K
May 2026$460K
April 2026$452K
March 2026$448K
February 2026$444K
January 2026$434K
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
247 Rocky Hill Ln, Reva, VA
1.16
Single-Family Home
$385,000
11/18/25
3
2
1,120
1303 Arrington Mountain Rd, Haywood, VA
1.63
Single-Family Home
$395,900
12/01/25
3
2
1,144
1215 Arrington Mountain Rd, Haywood, VA
1.66
Single-Family Home
$395,900
09/25/25
3
2
1,144
2586 W Hoover Rd, Haywood, VA
1.83
Single-Family Home
$454,000
06/29/26
3
2
1,472
677 Weaver Hollow Rd, Banco, VA
1.85
Single-Family Home
$536,000
06/08/26
2
1
1,078
1219 Arrington Mountain Rd, Haywood, VA
1.64
Single-Family Home
$390,000
09/26/25
3
2
1,144
1380 S F T Valley Rd, Madison, VA
1.82
Single-Family Home
$201,000
05/06/26
3
1
1,293
1117 Poor House Rd, Banco, VA
2.29
Single-Family Home
$475,000
11/10/25
4
3
2,344
188 Bear Shop Ln, Reva, VA
2.84
Single-Family Home
$133,325
06/30/26
4
2
2,292
5164 N Blue Ridge Tpke, Madison, VA
2.46
Single-Family Home
$550,000
11/20/25
4
2
2,866

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
Duet Rd, Madison, VA 22727
0.31
$150,000
-
-
-
Recently Sold
Duet Rd, Madison, VA 22727
0.49
-
-
-
-
Off Market
1515 Desert Rd, Reva, VA 22735
0.66
$674,900
4
4
2,991
For Sale
Lot-51B Duet Rd, Madison, VA 22727
0.70
-
-
-
-
Off Market
1688 Desert Rd, Reva, VA 22735
1.13
$1,995,000
3
3.5
3,100
For Sale
247 Rocky Hill Ln, Reva, VA 22735
1.16
$385,000
3
2
1,120
Recently Sold
Weaver Hollow Rd, Banco, VA 22711
1.26
-
-
-
-
Off Market
Weaver Hollow Rd, Banco, VA 22711
1.32
-
-
-
-
Off Market
452 Rocky Hill Ln, Reva, VA 22735
1.33
$430,000
3
3
1,317
For Sale
Dulaney Mountain Rd, Madison, VA 22727
1.51
-
-
-
-
Off Market
DUET RD, Madison, VA 22727
1.49
-
-
-
-
Off Market
2188 Whippoorwill Rd, Madison, VA 22727
1.57
$435,000
1
1
874
Off Market

Local Information

  • Map ViewExplore the area around 429 Whippoorwill Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1991
7.77 acre lot
1,342 sqft
$341/sqft

About this House

Rambler features beautiful hardwood floors on main level including bedrooms. Freshly painted interior. Spacious room on main level--perfect for office, crafts, and laundry area. New range and range hood. Full walk-out basement with kitchenette. This is a Fannie Mae HomePath property.
429 Whippoorwill Rd, Madison, VA 22727 is a 2 bedroom, 2 bathroom, 1,342 sqft single-family home built in 1991. It last sold for $149,900 on Jun 1, 2015. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $457,500, with a rent estimate of $2,238/month.

Home Details for 429 Whippoorwill Rd

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Interior Details
Number of Rooms: 6

Exterior Features

Exterior Home Features
Roof: OtherDeckExterior: VinylFoundation Type: Concrete Block
Parking & Garage
Parking: None

Property Information

Year Built
Year Built: 1991
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Lot Information

Lot Area: 7.77 acres

Price and Tax history

DateEventPrice
Jun 1, 2015
Source: N/A
Sold
$149,900
Apr 9, 2015
Source: Agent Provided
Pending
$154,900
Mar 24, 2015
Source: Agent Provided
PriceChange
$154,900
Price decreased by 3%
Mar 20, 2015
Source: Agent Provided
PriceChange
$159,900
Price decreased by 9%
Feb 13, 2015
Source: Agent Provided
PriceChange
$174,900
Price decreased by 3%

Market trends in Etlan

Last updated August 2026
Buyer'sMarketSeller'sMarket
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
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Around this home

What Locals Say about Etlan

  • Fiona T.
    "Fabulously beautiful area at the base of the Blue Ridge Mountains, rolling green fields, historic estates and farms."
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Frequently asked questions about 429 Whippoorwill Rd

  • What is 429 Whippoorwill Rd estimated to be worth?
    Trulia's estimated value for 429 Whippoorwill Rd in Madison, VA is $457,500.
  • What is the price history for 429 Whippoorwill Rd?
    429 Whippoorwill Rd in Madison, VA last sold for $149,900 in June 2015.
  • 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 429 Whippoorwill Rd?
    The closest schools to 429 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 429 Whippoorwill Rd have air conditioning?
    Yes, 429 Whippoorwill Rd in Madison, VA has air conditioning.
  • How big is the lot at 429 Whippoorwill Rd?
    The lot at 429 Whippoorwill Rd in Madison, VA is about 7.8 acres.

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