# 5806 Winterleaf Drive, Chesterfield, VA 23234 > **TL;DR:** 4bd/3ba single family, $349,900 ($188/sqft), built 1986, 1,860 sqft. > A/C. Est. $1,871/mo. Listed 63 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $349,900 | | Price/sqft | $188 | | Bedrooms | 4 | | Bathrooms | 3 full | | Square Feet | 1,860 | | Year Built | 1986 | | Lot Size | 19,646 sqft (0.45 acres) | | Stories | 2 | | Property Type | Single Family (Single Family Residence) | | Status | Active | | Days on Market | 63 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $1,769 | | Estimated Insurance | $102 | | **Total** | **$1,871** | ## Nearby Schools - **Elementary:** Beulah - **Middle:** Falling Creek - **High:** Bird ## Key Amenities - A/C ## Property Highlights - Built in 1986 - 0.45 acre lot - 2 stories ## Description ### Agent Description 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! ## Location - **Address:** 5806 Winterleaf Drive, Chesterfield, VA 23234 - **County:** Chesterfield - **Neighborhood:** Willowhurst - **Coordinates:** 37.416809, -77.496788 - **Google Maps:** https://www.google.com/maps?q=37.416809,-77.496788 ## Listing Agent - **Name:** Latoya Jackson · **License:** 0225245852 - **Brokerage:** Fathom Realty Virginia LLC - **Phone:** 8048031567 - **Broker Phone:** (888) 455-6040 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/5806-Winterleaf-Dr_North-Chesterfield_VA_23234_M50162-16437?f=listhub&s=CVRMLS&m=2621995&c=propsimple) ## Photos ![5806 Winterleaf Drive - Photo 1](http://lh.rdcpix.com/6b7c1161028d584f92b4fc07a97bca32l-f2951203722r.jpg) ![5806 Winterleaf Drive - Photo 2](http://lh.rdcpix.com/6b7c1161028d584f92b4fc07a97bca32l-f3053861975r.jpg) ![5806 Winterleaf Drive - Photo 3](http://lh.rdcpix.com/6b7c1161028d584f92b4fc07a97bca32l-f2746035625r.jpg) ![5806 Winterleaf Drive - Photo 4](http://lh.rdcpix.com/6b7c1161028d584f92b4fc07a97bca32l-f3925717282r.jpg) ![5806 Winterleaf Drive - Photo 5](http://lh.rdcpix.com/6b7c1161028d584f92b4fc07a97bca32l-f1217067065r.jpg) ![5806 Winterleaf Drive - Photo 6](http://lh.rdcpix.com/6b7c1161028d584f92b4fc07a97bca32l-f1683829111r.jpg) ![5806 Winterleaf Drive - Photo 7](http://lh.rdcpix.com/6b7c1161028d584f92b4fc07a97bca32l-f1775230929r.jpg) ![5806 Winterleaf Drive - Photo 8](http://lh.rdcpix.com/6b7c1161028d584f92b4fc07a97bca32l-f1130935177r.jpg) ![5806 Winterleaf Drive - Photo 9](http://lh.rdcpix.com/6b7c1161028d584f92b4fc07a97bca32l-f3312914963r.jpg) ![5806 Winterleaf Drive - Photo 10](http://lh.rdcpix.com/6b7c1161028d584f92b4fc07a97bca32l-f4209557232r.jpg) ![5806 Winterleaf Drive - Photo 11](http://lh.rdcpix.com/6b7c1161028d584f92b4fc07a97bca32l-f3857702964r.jpg) ![5806 Winterleaf Drive - Photo 12](http://lh.rdcpix.com/6b7c1161028d584f92b4fc07a97bca32l-f3431809865r.jpg) ![5806 Winterleaf Drive - Photo 13](http://lh.rdcpix.com/6b7c1161028d584f92b4fc07a97bca32l-f1713354215r.jpg) ![5806 Winterleaf Drive - Photo 14](http://lh.rdcpix.com/6b7c1161028d584f92b4fc07a97bca32l-f3077185852r.jpg) ![5806 Winterleaf Drive - Photo 15](http://lh.rdcpix.com/6b7c1161028d584f92b4fc07a97bca32l-f1527286465r.jpg) ![5806 Winterleaf Drive - Photo 16](http://lh.rdcpix.com/6b7c1161028d584f92b4fc07a97bca32l-f3540847049r.jpg) ![5806 Winterleaf Drive - Photo 17](http://lh.rdcpix.com/6b7c1161028d584f92b4fc07a97bca32l-f936217456r.jpg) ![5806 Winterleaf Drive - Photo 18](http://lh.rdcpix.com/6b7c1161028d584f92b4fc07a97bca32l-f1234987433r.jpg) ![5806 Winterleaf Drive - Photo 19](http://lh.rdcpix.com/6b7c1161028d584f92b4fc07a97bca32l-f3595889920r.jpg) ![5806 Winterleaf Drive - Photo 20](http://lh.rdcpix.com/6b7c1161028d584f92b4fc07a97bca32l-f250717273r.jpg) ![5806 Winterleaf Drive - Photo 21](http://lh.rdcpix.com/6b7c1161028d584f92b4fc07a97bca32l-f1906987898r.jpg) ![5806 Winterleaf Drive - Photo 22](http://lh.rdcpix.com/6b7c1161028d584f92b4fc07a97bca32l-f316641069r.jpg) ![5806 Winterleaf Drive - Photo 23](http://lh.rdcpix.com/6b7c1161028d584f92b4fc07a97bca32l-f3695765631r.jpg) ![5806 Winterleaf Drive - Photo 24](http://lh.rdcpix.com/6b7c1161028d584f92b4fc07a97bca32l-f548436432r.jpg) ![5806 Winterleaf Drive - Photo 25](http://lh.rdcpix.com/6b7c1161028d584f92b4fc07a97bca32l-f2746035625r.jpg) ![5806 Winterleaf Drive - Photo 26](http://lh.rdcpix.com/6b7c1161028d584f92b4fc07a97bca32l-f1638806480r.jpg) --- **MLS#:** 2621995 | **Updated:** 2026-09-22 **Source:** listhub *Copyright © 2026 Central Virginia Regional Multiple Listing Service. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/5806-winterleaf-drive-chesterfield-va-23234-2621995) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/5806-winterleaf-drive-chesterfield-va-23234-2621995#listing", "url": "https://www.propertysimple.ai/listing/5806-winterleaf-drive-chesterfield-va-23234-2621995", "name": "5806 Winterleaf Drive, Chesterfield, VA 23234", "description": "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. 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