5806 Winterleaf Drive

Chesterfield, VA
$ 349,900 Beds 4 Baths 3 Sq 1,860
Monthly Estimate* How much can I afford?

Welcome to 5806 Winterleaf Drive, nestled in Chesterfield's established Willowhurst subdivision! This well-maintained split-foyer offers the perfect blend of comfort, space, and convenience. Featuring 4 bedrooms, 3 full baths, and 1,860 sq ft of living space, this home sits on a generous 0.45-acre lot surrounded by mature trees and natural privacy. Step inside to find beautiful hardwood floors flowing through the main living areas. The open living and dining space is bright and welcoming, perfect for everyday living and entertaining. The kitchen offers easy access to the rear steps, leading directly to your backyard oasis. The fully finished lower level expands your living options with an additional bedroom, full bath, and spacious recreation room. Ideal for guests, a home office, a possible in-law suite, or entertainment space. Walkout access adds everyday convenience. Outside, the oversized lot provides plenty of room for outdoor activities, gardening, or simply unwinding in nature surrounded by mature trees and natural privacy. Additional highlights include vinyl exterior siding, composition shingle roof, heat pump, public water and sewer, and minimal flood risk with Zone X500 designation. Ideally located minutes from Route 60, Hull Street Road, Chesterfield Towne Center, top dining, shopping, and excellent medical facilities. Served by Chesterfield County Public Schools. This is the one you have been waiting for. Schedule your private showing today! Additional highlights include vinyl exterior siding, composition shingle roof, heat pump, public water and sewer, and minimal flood risk — Zone X500. Ideally located minutes from Route 60, Hull Street Road, Chesterfield Towne Center, top dining, shopping, and excellent medical facilities. Served by Chesterfield County Public Schools. This is the one you have been waiting for — schedule your private showing today!

Active

  • Price
  • $ 349,900
  • City
  • Chesterfield
  • Bedrooms
  • 4
  • Full Bathrooms
  • 3
  • County
  • Chesterfield
  • Half Bathrooms
  • 0
  • Area
  • 52 - Chesterfield
  • Lot Size
  • 0.451 Acres
  • Zip
  • 23234
  • Sqr Footage
  • 1,860
  • Year Built
  • 1986
  • Taxes
  • $ 2746
  • Style
  • MLS#
  • 2621995
Listed By: Latoya Jackson with Fathom Realty Virginia.
Data Source: Central Virginia Regional MLS (CVRMLS)

Features

General

Sewer None
Heating Electric
Cooling Electric
Utilities Sewer Not Available
Possession Close Of Escrow
Roof Asphalt
Exterior Features Porch,Paved Driveway
Patio/Porch Features Porch
Architectural Style Split-Foyer
Pool Features None
Construction Materials Frame,Vinyl Siding
Year Built 1986
Stories 2
Levels Two,Multi/Split
Property SubType Single Family Residence
Tax Year 2026
Percent Ownership Individuals
County Chesterfield
New Construction false
Property Type Residential
Subdivision Name Willowhurst
Garage Y/N false
Total Rooms 7
Full Baths 3
Status Active
High School Bird
Disclosures Familial Relation,Seller Disclosure
Zoning Description R9
MLS Area 52 - Chesterfield
Lot Size Units Acres
Waterfront Y/N false
Elementary School Beulah
Year Built Details Actual
Tax Annual Amount 2746.54
Middle/Junior High School Falling Creek
Property Condition Resale
Days on Market 35
Standard Status Active
Occupancy Type Owner
Tax Assessed Value 308600
Tax Lot 3
Ownership Type Sole Proprietor
Property Sub Type Additional Single Family Residence
Expected Active Date 2026-08-17

Interior Features

Total Stories 2
Basement (Y/N) false
Air Conditioning Y/N true
Heating Y/N true
Total Bedrooms 4
LivingAreaSource Assessor
Total Baths 3

Exterior Features

Parking Features Driveway,Paved
Water Source Public
Lot Size Area 0.451
Lot Size Acres 0.451

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Ashland, VA office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
Adjust Payment Options
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Beulah Elementary School
Middle School Falling Creek Middle School
High School Bird High School

Price History

8/17/2026 Listed $369,900
8/20/2026 3% - $359,900
9/15/2026 3% - $349,900

Property vs Zip Code Average in 23234

Price
AVG $370K
$350K
Taxes
AVG $5,827
$2,746
Year Built
AVG 1984
1986

5806 Winterleaf Drive Chesterfield, VA is a Single Family Home for sale at $349900 with 1860 sqft and a lot size of 0.451 Acres Acre(s). 5806 Winterleaf Drive Chesterfield has 4 bedrooms, 3 baths and was built in 1986. The property's zip code is 23234 which is in Chesterfield, VA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.