# 1285 Winningham Road, Crewe, VA 23930 > **TL;DR:** 2bd/2ba single family, $299,900 ($279/sqft), built 1985, 1,074 sqft. Est. $1,603/mo. Listed 100 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $299,900 | | Price/sqft | $279 | | Bedrooms | 2 | | Bathrooms | 2 full | | Square Feet | 1,074 | | Year Built | 1985 | | Lot Size | 172,498 sqft (3.96 acres) | | Property Type | Single Family (Single Family Residence) | | Status | Active | | Days on Market | 100 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $1,516 | | Estimated Insurance | $87 | | **Total** | **$1,603** | ## Property Highlights - Built in 1985 - 3.96 acre lot ## Description ### Agent Description 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) ## Location - **Address:** 1285 Winningham Road, Crewe, VA 23930 - **Coordinates:** 37.1687301, -78.0747957 - **Google Maps:** https://www.google.com/maps?q=37.1687301,-78.0747957 ## Virtual Tour & Media - **Video Tour:** player.vimeo.com/video/1199013600?byline=0&title=0&owner=0&name=0&logos=0&profile=0&profilepicture=0&vimeologo=0&portrait=0 ## Listing Agent - **Name:** Renae Simpson Whirley - **Brokerage:** RE/MAX Advantage Plus - **Phone:** 4343914263 - **Broker Phone:** 4343921999 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/1285-Winningham-Rd_Crewe_VA_23930_M57389-75084?f=listhub&s=SCMLSVA&m=59783&c=propsimple) ## Photos ![1285 Winningham Road - Photo 1](http://lh.rdcpix.com/d072e95fa4b1962340134ca49eab8bf8l-f3838421074r.jpg) ![1285 Winningham Road - Photo 2](http://lh.rdcpix.com/d072e95fa4b1962340134ca49eab8bf8l-f1293589209r.jpg) ![1285 Winningham Road - Photo 3](http://lh.rdcpix.com/d072e95fa4b1962340134ca49eab8bf8l-f4166756897r.jpg) ![1285 Winningham Road - Photo 4](http://lh.rdcpix.com/d072e95fa4b1962340134ca49eab8bf8l-f2216633308r.jpg) ![1285 Winningham Road - Photo 5](http://lh.rdcpix.com/d072e95fa4b1962340134ca49eab8bf8l-f4271566732r.jpg) ![1285 Winningham Road - Photo 6](http://lh.rdcpix.com/d072e95fa4b1962340134ca49eab8bf8l-f1770015404r.jpg) ![1285 Winningham Road - Photo 7](http://lh.rdcpix.com/d072e95fa4b1962340134ca49eab8bf8l-f821873333r.jpg) ![1285 Winningham Road - Photo 8](http://lh.rdcpix.com/d072e95fa4b1962340134ca49eab8bf8l-f2172078984r.jpg) ![1285 Winningham Road - Photo 9](http://lh.rdcpix.com/d072e95fa4b1962340134ca49eab8bf8l-f103254023r.jpg) ![1285 Winningham Road - Photo 10](http://lh.rdcpix.com/d072e95fa4b1962340134ca49eab8bf8l-f2418317215r.jpg) ![1285 Winningham Road - Photo 11](http://lh.rdcpix.com/d072e95fa4b1962340134ca49eab8bf8l-f2333124645r.jpg) ![1285 Winningham Road - Photo 12](http://lh.rdcpix.com/d072e95fa4b1962340134ca49eab8bf8l-f1382211379r.jpg) ![1285 Winningham Road - Photo 13](http://lh.rdcpix.com/d072e95fa4b1962340134ca49eab8bf8l-f2992265113r.jpg) ![1285 Winningham Road - Photo 14](http://lh.rdcpix.com/d072e95fa4b1962340134ca49eab8bf8l-f2931293518r.jpg) ![1285 Winningham Road - Photo 15](http://lh.rdcpix.com/d072e95fa4b1962340134ca49eab8bf8l-f749808810r.jpg) ![1285 Winningham Road - Photo 16](http://lh.rdcpix.com/d072e95fa4b1962340134ca49eab8bf8l-f3309941698r.jpg) ![1285 Winningham Road - Photo 17](http://lh.rdcpix.com/d072e95fa4b1962340134ca49eab8bf8l-f1677209563r.jpg) ![1285 Winningham Road - Photo 18](http://lh.rdcpix.com/d072e95fa4b1962340134ca49eab8bf8l-f4142559497r.jpg) ![1285 Winningham Road - Photo 19](http://lh.rdcpix.com/d072e95fa4b1962340134ca49eab8bf8l-f1956113306r.jpg) ![1285 Winningham Road - Photo 20](http://lh.rdcpix.com/d072e95fa4b1962340134ca49eab8bf8l-f3554566370r.jpg) ![1285 Winningham Road - Photo 21](http://lh.rdcpix.com/d072e95fa4b1962340134ca49eab8bf8l-f2238183263r.jpg) ![1285 Winningham Road - Photo 22](http://lh.rdcpix.com/d072e95fa4b1962340134ca49eab8bf8l-f3183644734r.jpg) ![1285 Winningham Road - Photo 23](http://lh.rdcpix.com/d072e95fa4b1962340134ca49eab8bf8l-f1764991711r.jpg) ![1285 Winningham Road - Photo 24](http://lh.rdcpix.com/d072e95fa4b1962340134ca49eab8bf8l-f1156558323r.jpg) ![1285 Winningham Road - Photo 25](http://lh.rdcpix.com/d072e95fa4b1962340134ca49eab8bf8l-f3174265251r.jpg) ![1285 Winningham Road - Photo 26](http://lh.rdcpix.com/d072e95fa4b1962340134ca49eab8bf8l-f909138622r.jpg) ![1285 Winningham Road - Photo 27](http://lh.rdcpix.com/d072e95fa4b1962340134ca49eab8bf8l-f89921803r.jpg) ![1285 Winningham Road - Photo 28](http://lh.rdcpix.com/d072e95fa4b1962340134ca49eab8bf8l-f3706499110r.jpg) ![1285 Winningham Road - Photo 29](http://lh.rdcpix.com/d072e95fa4b1962340134ca49eab8bf8l-f3364880958r.jpg) ![1285 Winningham Road - Photo 30](http://lh.rdcpix.com/d072e95fa4b1962340134ca49eab8bf8l-f155646413r.jpg) ![1285 Winningham Road - Photo 31](http://lh.rdcpix.com/d072e95fa4b1962340134ca49eab8bf8l-f1864223125r.jpg) ![1285 Winningham Road - Photo 32](http://lh.rdcpix.com/d072e95fa4b1962340134ca49eab8bf8l-f4010661435r.jpg) ![1285 Winningham Road - Photo 33](http://lh.rdcpix.com/d072e95fa4b1962340134ca49eab8bf8l-f4285953819r.jpg) ![1285 Winningham Road - Photo 34](http://lh.rdcpix.com/d072e95fa4b1962340134ca49eab8bf8l-f2270282013r.jpg) ![1285 Winningham Road - Photo 35](http://lh.rdcpix.com/d072e95fa4b1962340134ca49eab8bf8l-f2079149616r.jpg) ![1285 Winningham Road - Photo 36](http://lh.rdcpix.com/d072e95fa4b1962340134ca49eab8bf8l-f1679522362r.jpg) ![1285 Winningham Road - Photo 37](http://lh.rdcpix.com/d072e95fa4b1962340134ca49eab8bf8l-f818069240r.jpg) ![1285 Winningham Road - Photo 38](http://lh.rdcpix.com/d072e95fa4b1962340134ca49eab8bf8l-f1031941006r.jpg) ![1285 Winningham Road - Photo 39](http://lh.rdcpix.com/d072e95fa4b1962340134ca49eab8bf8l-f897810115r.jpg) ![1285 Winningham Road - Photo 40](http://lh.rdcpix.com/d072e95fa4b1962340134ca49eab8bf8l-f1647408528r.jpg) ![1285 Winningham Road - Photo 41](http://lh.rdcpix.com/d072e95fa4b1962340134ca49eab8bf8l-f3857732761r.jpg) ![1285 Winningham Road - Photo 42](http://lh.rdcpix.com/d072e95fa4b1962340134ca49eab8bf8l-f2855499761r.jpg) ![1285 Winningham Road - Photo 43](http://lh.rdcpix.com/d072e95fa4b1962340134ca49eab8bf8l-f1610804488r.jpg) ![1285 Winningham Road - Photo 44](http://lh.rdcpix.com/d072e95fa4b1962340134ca49eab8bf8l-f305392837r.jpg) ![1285 Winningham Road - Photo 45](http://lh.rdcpix.com/d072e95fa4b1962340134ca49eab8bf8l-f2554571510r.jpg) ![1285 Winningham Road - Photo 46](http://lh.rdcpix.com/d072e95fa4b1962340134ca49eab8bf8l-f4173364901r.jpg) --- **MLS#:** 59783 | **Updated:** 2026-06-07 **Source:** listhub *Copyright © 2026 South Central Association of Realtors. 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/1285-winningham-road-crewe-va-23930-va59783) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/1285-winningham-road-crewe-va-23930-va59783#listing", "url": "https://www.propertysimple.ai/listing/1285-winningham-road-crewe-va-23930-va59783", "name": "1285 Winningham Road, Crewe, VA 23930", "description": "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. 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