For sale

$299,900

Est. $1,817/mo —

•

1,074

sq ft

1285 Winningham Rd, Crewe, VA 23930

About this home

Charming Country Ranch Home with Outbuildings and Creek – Minutes from Crewe! Well-maintained and solidly built in 1985, this 2-bedroom, 2-bath ranch home offers comfort, character, and plenty of potential. Featuring durable wood siding, a cozy wood-burning fireplace, and a convenient carport, this home is perfect for first-time homebuyers, retirees, or anyone looking to downsize without sacrificing space. Situated in a quiet neighborhood, the property has a nice-sized yard and a peaceful, providing a beautiful natural setting to enjoy year-round. A standout feature is the four outbuildings, offering endless possibilities for hobbyists, mechanics, woodworking, equipment storage, or workshop space. Whether you need room for tools, vehicles, or projects, you'll appreciate the flexibility these buildings provide. Property Features: -2 Bedrooms, 2 Bathrooms -Wood-burning fireplace -Carport -Four outbuildings/workshops -Nice-sized yard -Creek on the property -Quiet neighborhood -Minutes from the Town of Crewe -Minutes from the Country Club Golf Course. Schedule your showing today! (Heat Pump Replaced 2023; Septic pumped 2024)

Single-familyProperty Type

1985Year Built

3.96 acresLot Size

$279Price/Sq.Ft.

1 car garageParking

Listed by Rebecca Simpson • RE/MAX Advantage Plus

Listing updated: Jul 22, 2026 at 03:38pm

Redfin checked: 2 minutes ago

•Source:CVRMLS #2615438

Payment calculator

$1,817 per month

Principal and interest$1,678

Property taxes

$70

HOA dues

Home insurance

$70

Utilities

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5 minutes to get started. No credit impact.

Affordability tools

Open houses

No upcoming open houses.

Nearby open houses (1)

Around this home

Schools

K - 12
Preschool & daycare

Crewe Primary School

Public PreK-4 • Assigned • 1.9mi

9/10

Nottoway Middle School

Public 7-8 • Assigned • 3.2mi

2/10

Nottoway High School

Public 9-12 • Assigned • 3.2mi

4/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Offer insights

1285 Winningham Rd · $299,900

Strong offer

$299K and above

75% chance or better to win

Why $299K+ is a strong offer

DAYS ON MARKET

The average home goes pending in 41 days.

SALE-TO-LIST

Most homes are selling 1% below list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Interior features
Masonry wood-burning fireplace

Bedrooms
Multiple first-floor bedrooms (carpeted)

Bathrooms
Two full bathrooms
One bathroom with tub and shower

Kitchen
Vinyl-floored kitchen

Flooring
Carpet in living areas and bedrooms
Vinyl in kitchen

Heating & cooling
Central air conditioning
Electric and heat pump heating with propane available

Sale and tax history for 1285 Winningham Rd

Sale History
Tax History

Date

Event

Price

SCAR #59783

Jun 6, 2026

Listed

$299,900

$279/sq ft

+41

CVRMLS #2615438

Jun 6, 2026

Listed

$299,900

$279/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$821 (−3.9%)

$42,700 + $128,400

$171,100

2025

$855 (+6.7%)

$49,700 + $128,400

$178,100

2024

$801 (+22.5%)

$49,700 + $128,400

$178,100

2023

$654

$36,300 + $100,000

$136,300

2022

$654

$36,300 + $100,000

$136,300

2021

$654

$36,300 + $100,000

$136,300

2020

$654

$36,300 + $100,000

$136,300

2019

$654

$36,300 + $100,000

$136,300

2018

$654 (+2.5%)

$36,300 + $100,000

$136,300

2017

$638 (+6.5%)

$25,300 + $102,300

$127,600

2016

$599

$25,300 + $102,300

$127,600

2014

$599

$25,300 + $102,300

$127,600

Public record

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

3.96 Acres

Year renovated

—

Finished Sq. Ft.

—

Unfinished Sq. Ft.

—

Total Sq. Ft.

—

Year built

1985

Style

Single Family Residential

County

Nottoway County

APN

20 58

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Oct 8, 2026.

Climate risks

1/10 Flood Factor

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

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

6/10 Heat Factor

7 days above 104° expected this year, 16 days in 30 years

5/10 Wind Factor

20% 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

Crewe, VA • 23930

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

90/ 100

Exceptional sunlight

Sunscore

There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

10.6 hrs

6.6 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 1285 Winningham Rd

$295,784

$4,116 under list price of $300K

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $200K to $330K.

SOLD MAY 29, 2026
$200,000 Last sold price
4 beds2 baths1,427 sq ft
915 W Carolina Ave, Crewe, VA 23930
$139/sq ft
smaller lot
27 years older
SOLD SEP 25, 2026
$300,000 Last sold price
3 beds2 baths1,440 sq ft
822 Nottoway Ave, Blackstone, VA 23824
$71/sq ft
41 years newer
SOLD FEB 17, 2026
$255,000 Last sold price
3 beds2 baths1,928 sq ft
110 Nelson St, Crewe, VA 23930
$147/sq ft
20 years older
basement
SOLD JUL 22, 2026
$319,900 Last sold price
3 beds2 baths1,358 sq ft
1307 Lewiston Plank Rd, Burkeville, VA 23922
$43/sq ft
smaller lot
40 years newer
SOLD OCT 14, 2025
$330,000 Last sold price
3 beds2 baths1,957 sq ft
3311 Indian Oak Rd, Crewe, VA 23930
$110/sq ft
larger lot
21 years newer
SOLD JAN 16, 2026
$247,000 Last sold price
3 beds2.5 baths1,632 sq ft
1508 W Tennessee Ave, Crewe, VA 23930
$128/sq ft
smaller lot
15 years older

Rental earnings

Est. $2,074 per month, based on comparable rentals

Contact listing agent

Rebecca Simpson

RE/MAX Advantage Plus

434-547-7263

rebeccasimpson@remax.net

At this time, Redfin doesn't have an agent available to help you with this home.

Early Access listings

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EARLY ACCESSREDFIN COMING SOON

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New listings for sale in 23930

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Details provided by CVRMLS and may not match the public record. Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Payment calculator

Affordability tools

Open houses

Nearby open houses (1)

Around this home

Schools

Lifestyle

Offer insights

Property details

Sale and tax history for 1285 Winningham Rd

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 1285 Winningham Rd

Contact listing agent

Early Access listings

Nearby similar homes

New listings for sale in 23930

More real estate resources