OFF MARKET

Off Market May 2022 for $503K

$575,566

•

2,526

sq ft

396 Riding Trl, Madison, VA 22727

About this home

Welcome to 396 Riding Trail - this large well maintained brick home sits at the end of a cul-de-sac in a quiet neighborhood. You'll love the upgraded Hardwood floors and beautiful detailed molding throughout this spacious home. In the Kitchen you'll find tons of storage and counter space, and a sunny breakfast nook overlooking the Family Room. A formal Dining Room and Living Room finish off the downstairs. Upstairs you'll find the spacious Primary Suite with 2 closets and attached bath with huge soaker jacuzzi tub, separate walk in shower and dual vanity sink. Four more bedrooms are down the hall - each with large closets and plenty of light. The spacious basement houses the laundry space and has rough in plumbing for a bathroom and Kitchen with potential for an in law suite. This private tree line yard has a spacious back deck, paved patio space perfect for a fire pit and fenced in garden with garden shed. You'll have plenty of parking with multiple spaces in addition to an attached 2 car garage and a detached single car garage. A short 3 minutes from 29 - you are convenient to local shopping and only 20min to NGIC or Culpepper. Comcast Internet - Feel worlds away and still connected!

Single-familyProperty Type

2005Year Built

3.01 acresLot Size

$228Est. Price/Sq.Ft.

3 car garageParking

Listed by STASIA RICE • AVENUE REALTY, LLC

Bought with LEWIS NELSON • SENTRY RESIDENTIAL, LLC

Redfin checked: 2 minutes ago

•Source:CAAR #628228

Redfin Estimate

$575,566

$73K since sold in May 2022$5,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 17.4% higher than the average sale price ($490K) of 5 comparable homes.

SOLD JUN 22, 2026
$315,000
A
3 beds2 baths1,652 sq ft
2747 Twymans Ml, Madison, VA 22727
SOLD AUG 21, 2026
$505,000
B
3 beds2.5 baths2,404 sq ft
14 Surrey, Madison, VA 22727
SOLD AUG 14, 2026
$780,000
C
4 beds3 baths3,546 sq ft
64 Rolling Green Ln, Brightwood, VA 22715
SOLD APR 30, 2026
$490,000
D
3 beds2 baths2,376 sq ft
65 Chestnut Rail Ln, Madison, VA 22727
SOLD AUG 18, 2026
$362,000
E
4 beds3 baths2,280 sq ft
1173 Aylor Rd, Madison, VA 22727

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Earn from this home

Rent

$3,226/mo

Redfin rental estimate

List your home for rent

Market trends in 22727, VA

Last updated August 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

98.0%

0.6% MoM

Median sale price

$394K

$69K MoM

Avg. days on market

41d

5 days MoM

Recently sold homes

4 MoM

New listings for sale

NEW 19 HRS AGO
$377,700
4 beds2 baths2,028 sq ft
247 Little Church Ln, Madison, VA 22727
(540) 459-4002
COMING SOON
$1,625,000
3 beds3 baths3,802 sq ft
3638 Oak Park Rd, Madison, VA 22727
(434) 960-1366
$424,900
4 beds2 baths1,812 sq ft
359 Malvern Dr, Madison, VA 22727
(540) 825-1800
$499,900
3 beds2 baths1,288 sq ft
2242 Shelby Rd, Madison, VA 22727
(703) 378-8810
$400,000
3 beds2 baths1,248 sq ft
898 Seville Rd, Rochelle, VA 22727
(540) 347-5277
$299,999
3 beds2 baths930 sq ft
193 Gate, Madison, VA 22727
(540) 812-3233
See all

Provided by Redfin

Sale history for 396 Riding Trl

Year

Property tax

Land + Additions

Assessment*

2025

$4,026 (+58.5%)

$72,100 + $472,000

$544,100

2024

$2,540

$73,100 + $270,100

$343,200

2023

$2,540

$73,100 + $270,100

$343,200

2022

$2,540

$73,100 + $270,100

$343,200

2021

$2,540 (+4.2%)

$73,100 + $270,100

$343,200

2020

$2,437 (+1.4%)

$73,100 + $270,100

$343,200

2019

$2,402 (+9.9%)

$73,100 + $270,100

$343,200

2018

$2,187

$80,100 + $241,500

$321,600

2017

$2,187

$80,100 + $241,500

$321,600

2016

$2,186

$80,100 + $241,500

$321,600

2014

$2,186 (+1.5%)

$80,100 + $241,500

$321,600

2013

$2,155

$80,100 + $241,500

$321,600

Tax history for 396 Riding Trl

Year

Property tax

Land + Additions

Assessment*

2025

$4,026 (+58.5%)

$72,100 + $472,000

$544,100

2024

$2,540

$73,100 + $270,100

$343,200

2023

$2,540

$73,100 + $270,100

$343,200

2022

$2,540

$73,100 + $270,100

$343,200

2021

$2,540 (+4.2%)

$73,100 + $270,100

$343,200

2020

$2,437 (+1.4%)

$73,100 + $270,100

$343,200

2019

$2,402 (+9.9%)

$73,100 + $270,100

$343,200

2018

$2,187

$80,100 + $241,500

$321,600

2017

$2,187

$80,100 + $241,500

$321,600

2016

$2,186

$80,100 + $241,500

$321,600

2014

$2,186 (+1.5%)

$80,100 + $241,500

$321,600

2013

$2,155

$80,100 + $241,500

$321,600

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

2.5

Stories

Lot width

—

Lot depth

—

Lot size

3.01 Acres

Year renovated

—

Sq. Ft.

2,526

Year built

2005

Style

Single Family Residential

County

Madison County

APN

40C 1 21

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 23, 2026.

Property details

Parking

Garage Information
Has Garage
AttachedGarageYN: Yes
Garage Spaces: 3

Parking Information
Parking Features: Attached, Detached, Garage, Garage Door Opener, Garage Faces Side

Interior

Bathroom Information
# of Bathrooms (Full): 2
# of Bathrooms (1/2): 1
# of Main Level Bathrooms: 1
# of Bathrooms (Total Integer): 3

Room 1 Information
Type: Primary Bedroom
Level: Second

Room 2 Information
Type: Primary Bathroom
Level: Second

Room 3 Information
Type: Dining Room
Level: First

Room 4 Information
Type: Family Room
Level: First

Room 5 Information
Type: Kitchen
Level: First

Room 6 Information
Type: Living Room
Level: First

Room 7 Information
Type: Bedroom
Level: Second

Room 8 Information
Type: Half Bath
Level: First

Room 9 Information
Type: Bathroom
Level: Second

Basement Information
Has Basement
Basement: Exterior Entry, Interior Entry, Unfinished

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 1
Fireplace Features: One, Gas Log

Interior Features
Appliances: Dishwasher, Electric Range, Microwave, Refrigerator, Dryer, Washer
Flooring: Hardwood, Porcelain Tile
Interior Features: Double Vanity, Jetted Tub, Walk-In Closet(s), Breakfast Area
Laundry Features: Washer Hookup, Dryer Hookup

Exterior

Building Information
Building Area Total: 4,380
Foundation Details: Poured
Construction Materials: Brick, Stick Built, Vinyl Siding

Exterior Features
Roof: Architectural
Patio And Porch Features: Deck, Front Porch, Porch

Property Information
Property Sub Type: Detached
Property Sub Type Additional: Detached
PropertyAttachedYN: No
Levels: Two
Above Grade Finished Area: 2,526
AboveGradeFinishedAreaUnits: Square Feet
BelowGradeFinishedAreaUnits: Square Feet
Below Grade Unfinished Area: 1,015

Lot Information
Lot Size Acres: 3.01
Zoning: A-1 Agricultural

Financial

Tax Information
Tax Annual Amount: $2,539.68
Parcel Number: 40C-1-21
Tax Year: 2021

Utilities

Utility Information
Utilities: Cable Available
Sewer: Septic Tank
Water Source: Private, Well

Heating & Cooling
Has Cooling
Cooling: Heat Pump
Has Heating
Heating: Heat Pump

Location

School Information
Elementary School: Waverly
Middle Or Junior School: Wetsel
High School: Madison (Madison)

Location Information
Unparsed Address: 396 RIDING TRL
Directions: From 29 N take a sharp right turn on Fishback Rd, then left on Fox Hunters Ln, then right on Bridle Trail Ln, then left on Riding Trail Ln, house will be on the right

Public facts

Beds: 4
Baths: 2.5
Sq. Ft.: 2,526
Stories: 2.0
Lot Size: 3.01 acres
Style: Single Family Residential
Year Built: 2005
Year Renovated: —
County: Madison County
APN: 40C 1 21

Home facts updated by county records on Jul 23, 2026

Around this home

Schools

Waverly Yowell Elementary School

Public 3-5 • Assigned • 1.4mi

4/10

William H. Wetsel Middle School

Public 6-8 • Assigned • 2.7mi

4/10

Madison County High School

Public 9-12 • Assigned • 2.8mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

3/10 Fire Factor

0.31% chance of being in a wildfire in next 30 years

6/10 Heat Factor

7 days above 105° expected this year, 17 days in 30 years

2/10 Wind Factor

2% chance of strong winds in next 30 years

1/10 Air Factor

0 unhealthy days expected this year, 0 days in 30 years

Provided by First Street

Historical weather

Madison, VA • 22727

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9.1 hours in June and 4.2 hours in December, placing it below the U.S. average for solar exposure.

9.1 hrs

4.2 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$547,000 – $662,000

Sell confidently with a local market expert in Madison. 3 minutes to get started.

Nearby similar homes

$600,000

3 beds3 baths2,621 sq ft

398 Ruth Hollow Fire Trl, Madison, VA 22727

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4 beds2 baths2,409 sq ft

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Land— sq ft

Hurt Hollow Rd, Banco, VA 22711

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3D WALKTHROUGH

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$345,000

3 beds2 baths1,502 sq ft

399 Shelby Rd, Madison, VA 22727

(703) 378-8810

NEW CONSTRUCTION

$399,900

3 beds2 baths1,144 sq ft

55b-1 Shelby Rd, Culpeper, VA 22727

(540) 825-1613

New listings for sale in 22727

NEW 19 HRS AGO

$377,700

4 beds2 baths2,028 sq ft

247 Little Church Ln, Madison, VA 22727

(540) 459-4002

COMING SOON

$1,625,000

3 beds3 baths3,802 sq ft

3638 Oak Park Rd, Madison, VA 22727

(434) 960-1366

$424,900

4 beds2 baths1,812 sq ft

359 Malvern Dr, Madison, VA 22727

(540) 825-1800

$499,900

3 beds2 baths1,288 sq ft

2242 Shelby Rd, Madison, VA 22727

(703) 378-8810

$400,000

3 beds2 baths1,248 sq ft

898 Seville Rd, Rochelle, VA 22727

(540) 347-5277

$299,999

3 beds2 baths930 sq ft

193 Gate, Madison, VA 22727

(540) 812-3233

Home values near 396 Riding Trl

Data from public records.

Address	Redfin Estimate
77 Riding Trail Ln, Madison, VA 3 Beds \| 2 Baths \| 1790 Sq. Ft.	$513,444
116 Riding Trail Ln, Madison, VA 4 Beds \| 3 Baths \| 3488 Sq. Ft.	$570,193

Address	Redfin Estimate
324 Riding Trail Ln, Madison, VA 3 Beds \| 2 Baths \| 1460 Sq. Ft.	$399,644
17 Riding Trail Ln, Madison, VA 4 Beds \| 3.5 Baths \| 1976 Sq. Ft.	$560,718

Address	Redfin Estimate
231 Riding Trail Ln, Madison, VA 5 Beds \| 3 Baths \| 3110 Sq. Ft.	$557,520
173 Riding Trail Ln, Madison, VA 4 Beds \| 2.5 Baths \| 2391 Sq. Ft.	$551,491

Property information provided by CAAR when last listed in 2022. This data may not match . Learn more.

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