Is a car needed in Cumberland, VA?

As of early 2026, 100% of users say car is needed

Are yards well-kept in Cumberland, VA?

As of early 2026, 100% of users say yards are well-kept

Is parking easy in Cumberland, VA?

As of early 2026, 100% of users say parking is easy

Would people walk alone at night in Cumberland, VA?

As of early 2026, 75% of users say people would walk alone at night

Is there wildlife in Cumberland, VA?

As of early 2026, 75% of users say there's wildlife

Are neighbors friendly in Cumberland, VA?

As of early 2026, 50% of users say neighbors are friendly

Are there community events in Cumberland, VA?

As of early 2026, 50% of users say there are community events

Does Cumberland, VA show holiday spirit?

As of early 2026, 50% of users say there's holiday spirit

Is Cumberland, VA quiet?

As of early 2026, 50% of users say it's quiet

Is Cumberland, VA walkable to restaurants?

As of early 2026, 50% of users say it's walkable to restaurants

Do kids play outside in Cumberland, VA?

As of early 2026, 50% of users say kids play outside

Is Cumberland, VA walkable to grocery stores?

As of early 2026, 33% of users say it's walkable to grocery stores

Do residents of Cumberland, VA plan to stay at least 5 years?

As of early 2026, 25% of users say they plan to stay for at least 5 years

What is Bailey Rd estimated to be worth?

Trulia's estimated value for Bailey Rd in Dillwyn, VA is $511,800 .

Is Dillwyn a buyer's or seller's market?

Dillwyn is currently a seller's market, based on recent for-sale activity.

What are the closest schools to Bailey Rd?

The closest schools to Bailey Rd in Dillwyn, VA are Buckingham County Elementary School (rated 5/10), Buckingham County High School (rated 5/10), Buckingham County Middle School (rated 3/10).

How big is the lot at Bailey Rd?

The lot at Bailey Rd in Dillwyn, VA is about 107.1 acres .

OFF MARKET

Bailey Rd
Dillwyn, VA 23936

Studio

$511,800

Trulia Estimate

as of Aug 11, 2026

Est. Refi. Payment $2,898/mo*

Refinance Your Home

$511,800

Trulia Estimate

as of Aug 11, 2026

Est. Refi. Payment $2,898/mo*

Refinance Your Home

Studio

(on 107.12 acres)

Local Information

Map ViewExplore the area around Bailey Rd.
Schools2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Lot Size

107.12 acres

About this House

This single-family home is located at Bailey Rd, Dillwyn, VA. Bailey Rd is in Dillwyn, VA and in ZIP code 23936. This property has a lot size of 107.12 acres.

Bailey Rd, Dillwyn, VA 23936 is a studio single-family home. It is currently off market. The Trulia Estimate is $511,800, with a rent estimate of $1,836/month.

Home Details for Bailey Rd

Property Information
Property Type / Style Property Type: Single Family Home

Lot Information
Lot Area: 107.12 acres

Market trends in Cumberland

Last updated June 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

4MoM

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Property Tax and Assessment

Year	2025
Tax	$1,354
Assessment	$225,700

Home facts updated by county records

Comparable Sales for Bailey Rd

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
6695 Plank Rd, Dillwyn, VA	1.43	Single-Family Home	$270,000	07/13/26	3	2	1,348
1191 Anderson Hwy, Cumberland, VA	2.28	Single-Family Home	$429,950	09/16/25	3	2.5	1,800
531 Salem Church Rd, Cumberland, VA	2.62	Single-Family Home	$360,000	07/17/26	3	2	1,630
1112 Scotts Bottom Rd, Dillwyn, VA	2.80	Single-Family Home	$436,450	09/29/25	3	3	1,728
64 Morningstar Dr, Dillwyn, VA	3.00	Single-Family Home	$170,000	09/02/25	3	2	1,040
19591 E James Anderson Hwy, Dillwyn, VA	3.08	Single-Family Home	$262,600	02/24/26	3	2	1,744
297 Mill Rd, Dillwyn, VA	3.51	Single-Family Home	$245,000	11/07/25	4	2.5	2,052
18440 E James Anderson Hwy, Dillwyn, VA	4.18	Single-Family Home	$19,200	07/09/26		-	-
18440 E James Anderson Hwy, Dillwyn, VA	4.18	Single-Family Home	$127,500	07/09/26		-	-
25 New Dominion Ln, Cumberland, VA	4.55	Single-Family Home	$55,000	05/11/26		-	-

Nearby homes

Get a sense of prices in the area by checking nearby homes.

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OFF MARKET
Est. $385,600
4 bd
1 ba
2,052 sqft
539 Chellowe Rd,
Dillwyn, VA 23936
State Wide Realty Company
OFF MARKET
Est. $837,500
3 bd
3 ba
1,948 sqft
399 Chellowe Rd,
Dillwyn, VA 23936
State Wide Realty Company
FOR SALE
3D VIEW
67.45 ACRES
$499,950
Chellowe Rd,
Dillwyn, VA 23936
Real Broker LLC, CVRMLS
SOLD
JUL 13, 2026
$270,000
3 bd
2 ba
1,348 sqft
6695 Plank Rd,
Dillwyn, VA 23936
The Hogan Group Real Estate, CVRMLS
OFF MARKET
1808 Ca Ira Rd #11,
Cumberland, VA 23040
Meeks Realty, CVRMLS

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Additional Cost

Assigned Schools

These are the assigned schools for Bailey Rd.

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 Cumberland

At least 2 Trulia users voted on each feature.

100 % Say car is needed
100 % Say yards are well-kept
100 % Say parking is easy
75 % Say people would walk alone at night
75 % Say there's wildlife
50 % Say neighbors are friendly
50 % Say there are community events
50 % Say there's holiday spirit
50 % Say it's quiet
50 % Say it's walkable to restaurants
50 % Say kids play outside
33 % Say it's walkable to grocery stores
25 % Say they plan to stay for at least 5 years

Sourced by Trulia users. Learn more about our methodology.

Ashley Van
Resident
10mo ago
"It’s rural country so it’s at least an easy 30-60 minute drive to hit up any actual main known stores "
0
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Kathy Ann Watson Greenwood
Resident
7y ago
"The place is nice but very rural the winters are hard and no street maintenance with power out for days. Okay if you grew up there otherwise not that great"
2
Flag
oh2va
13y ago
"Live in the area and drive past it all the time! Beautiful and wel kept property."
0
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Navona H.
15y ago
"Move away from it all and enjoy the country living that Cumberland County has to offer. The county is nestled between Farmville and Richmond--which are great work locations, with good job opportunities. The county offers newer school facilities, local police service and volunteer fire department. Enjoy Cumberland State Park and proximity to Briery Lake and Sandy River Reservoir for all of your fishing needs. I love living and working in rural America. If you are considering a move to the country give me a call."
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LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near Bailey Rd

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21.06 ACRES
$680,000
3 bd
3 ba
2,928 sqft
1024 Back Mountain Rd,
Dillwyn, VA 23936
EXP Realty, LLC, CVRMLS
69.99 ACRES
$1,250,000
1 bd
3 ba
2,500 sqft
2266 High Rock Rd,
Cumberland, VA 23040
Keeton & Co Real Estate, CVRMLS
NEW CONSTRUCTION
3.18 ACRES
$359,950
3 bd
2 ba
1,630 sqft
549 Salem Church Rd,
Cumberland, VA 23040
Hometown Realty Services Inc, CVRMLS
0.97 ACRES
$289,900
3 bd
2 ba
1,935 sqft
3271 Rosney Rd,
Dillwyn, VA 23936
Meeks Realty, CVRMLS
3.65 ACRES
$444,900
4 bd
3 ba
3,360 sqft
76 Old Curdsville Rd,
Farmville, VA 23901
Century 21 Realty @ Home, CVRMLS
4 ACRES
$570,000
4 bd
3 ba
2,331 sqft
2845 Cumberland Rd,
Farmville, VA 23901
4 ACRES
$570,000
4 bd
3 ba
2,331 sqft
2845 Cumberland Rd,
Cumberland, VA 23040
Century 21 Realty @ Home, CVRMLS
NEW CONSTRUCTION
1.62 ACRES
$339,850
3 bd
2 ba
1,600 sqft
3289 Cumberland Rd,
Cumberland, VA 23040
Hometown Realty, CVRMLS
3.6 ACRES
$750,000
3 bd
3 ba
3,919 sqft
91&89 S James Madison Hwy,
Farmville, VA 23901
RE/MAX Advantage Plus, CVRMLS
NEW CONSTRUCTION
4.36 ACRES
$369,900
3 bd
2 ba
1,358 sqft
Lot 3 Francisco Rd,
Farmville, VA 23901
Century 21 Realty @ Home, CVRMLS
See more homes for sale in
Dillwyn
Take a look

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Off Market Homes Near Bailey Rd

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SOLD
JUL 17, 2026
$360,000
3 bd
2 ba
1,630 sqft
531 Salem Church Rd,
Cumberland, VA 23040
Hometown Realty Services Inc, CVRMLS
SOLD
JUL 13, 2026
$270,000
3 bd
2 ba
1,348 sqft
6695 Plank Rd,
Dillwyn, VA 23936
The Hogan Group Real Estate, CVRMLS
SOLD
FEB 24, 2026
$262,600
3 bd
2 ba
1,744 sqft
19591 E James Anderson Hwy,
Dillwyn, VA 23936
OFF MARKET
Est. $446,100
3 bd
3 ba
1,728 sqft
1112 Scotts Bottom Rd,
Dillwyn, VA 23936
EXP Realty LLC, CVRMLS
OFF MARKET
Est. $439,700
3 bd
2.5 ba
1,800 sqft
1191 Anderson Hwy,
Cumberland, VA 23040
Hometown Realty Services Inc, CVRMLS
OFF MARKET
Est. $287,100
4 bd
2 ba
2,079 sqft
940 Back Mountain Rd,
Dillwyn, VA 23936
Fine Creek Realty, CVRMLS
See more homes for sale in
Dillwyn
Take a look

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Frequently asked questions about Bailey Rd

What is Bailey Rd estimated to be worth?
Trulia's estimated value for Bailey Rd in Dillwyn, VA is $511,800.
Is Dillwyn a buyer's or seller's market?
Dillwyn is currently a seller's market, based on recent for-sale activity.
What are the closest schools to Bailey Rd?
The closest schools to Bailey Rd in Dillwyn, VA are Buckingham County Elementary School (rated 5/10), Buckingham County High School (rated 5/10), Buckingham County Middle School (rated 3/10).
How big is the lot at Bailey Rd?
The lot at Bailey Rd in Dillwyn, VA is about 107.1 acres.

Bailey Rd
Dillwyn, VA 23936

$511,800

$511,800