# 1837 Benefit Road, Chesapeake, VA 23322 > **TL;DR:** 4bd/4ba single family, $825,000 ($298/sqft), built 1993, 2,769 sqft. > Fireplace, A/C. Est. $4,413/mo. Listed 52 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $825,000 | | Price/sqft | $298 | | Bedrooms | 4 | | Bathrooms | 4 full | | Square Feet | 2,769 | | Year Built | 1993 | | Lot Size | 217,800 sqft (5.00 acres) | | Property Type | Single Family (Other) | | Status | Active | | Days on Market | 52 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $4,172 | | Estimated Insurance | $241 | | **Total** | **$4,413** | ## Nearby Schools - **Elementary:** Hickory Elementary - **Middle:** Hickory Middle ## Key Amenities - Fireplace - A/C ## Property Highlights - Built in 1993 - 5.00 acre lot - Fireplace ## Description ### Agent Description Welcome to this custom-built retreat situated on 5 acres in a highly desirable Grassfield school district. Thoughtfully designed this exceptional property offers generous indoor and outdoor space with features ideal for multigenerational living, entertaining, hobbies, and storage. The private in-law suite includes a kitchenette and its own screened porch, creating a welcoming space for guests or extended family. Upstairs, you'll find two ensuite bedrooms, along with an additional bedroom that offers excellent potential as a theater room, home office, or flexible living space. Car enthusiasts, hobbyists, and those seeking extra workspace will appreciate the two-car attached garage, one-car detached garage with work area, and two storage sheds. From the inviting front porch-perfect for quiet mornings and scenic views-to the rear deck designed for gathering with family and friends, this one-of-a-kind property offers the space, privacy, and versatility today's buyers are looking for. ## Location - **Address:** 1837 Benefit Road, Chesapeake, VA 23322 - **County:** Chesapeake VA - **Neighborhood:** HICKORY - **Coordinates:** 36.626632, -76.286979 - **Google Maps:** https://www.google.com/maps?q=36.626632,-76.286979 ## Virtual Tour & Media - **Video Tour:** https://media.americanrealestatemedia.com/sites/rkpvvvnw/unbranded ## Listing Agent - **Name:** Tyler Shelton - **Brokerage:** RE/MAX Allegiance - **Phone:** (866) 203-6000 - **Broker Phone:** (866) 203-6000 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/1837-Benefit-Rd_Chesapeake_VA_23322_M50148-73274?f=listhub&s=REINVA&m=10647485&c=propsimple) ## Photos ![1837 Benefit Road - Photo 1](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f1590216901r.jpg) ![1837 Benefit Road - Photo 2](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f617540185r.jpg) ![1837 Benefit Road - Photo 3](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f1060701351r.jpg) ![1837 Benefit Road - Photo 4](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f901203506r.jpg) ![1837 Benefit Road - Photo 5](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f2666121196r.jpg) ![1837 Benefit Road - Photo 6](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f3718854009r.jpg) ![1837 Benefit Road - Photo 7](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f4178280825r.jpg) ![1837 Benefit Road - Photo 8](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f2218643256r.jpg) ![1837 Benefit Road - Photo 9](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f2139368237r.jpg) ![1837 Benefit Road - Photo 10](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f2064821378r.jpg) ![1837 Benefit Road - Photo 11](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f483085713r.jpg) ![1837 Benefit Road - Photo 12](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f1983771383r.jpg) ![1837 Benefit Road - Photo 13](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f1900852011r.jpg) ![1837 Benefit Road - Photo 14](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f2713946587r.jpg) ![1837 Benefit Road - Photo 15](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f572811766r.jpg) ![1837 Benefit Road - Photo 16](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f4006776592r.jpg) ![1837 Benefit Road - Photo 17](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f1930183999r.jpg) ![1837 Benefit Road - Photo 18](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f3149529621r.jpg) ![1837 Benefit Road - Photo 19](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f3388314691r.jpg) ![1837 Benefit Road - Photo 20](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f1593045457r.jpg) ![1837 Benefit Road - Photo 21](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f2135260088r.jpg) ![1837 Benefit Road - Photo 22](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f2635820332r.jpg) ![1837 Benefit Road - Photo 23](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f700363776r.jpg) ![1837 Benefit Road - Photo 24](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f3230664104r.jpg) ![1837 Benefit Road - Photo 25](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f1025946682r.jpg) ![1837 Benefit Road - Photo 26](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f668935402r.jpg) ![1837 Benefit Road - Photo 27](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f1251247039r.jpg) ![1837 Benefit Road - Photo 28](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f3779058768r.jpg) ![1837 Benefit Road - Photo 29](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f1175956328r.jpg) ![1837 Benefit Road - Photo 30](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f1612848129r.jpg) ![1837 Benefit Road - Photo 31](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f612093267r.jpg) ![1837 Benefit Road - Photo 32](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f12940224r.jpg) ![1837 Benefit Road - Photo 33](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f3694439024r.jpg) ![1837 Benefit Road - Photo 34](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f285798519r.jpg) ![1837 Benefit Road - Photo 35](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f2338401514r.jpg) ![1837 Benefit Road - Photo 36](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f4197984535r.jpg) ![1837 Benefit Road - Photo 37](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f608268044r.jpg) ![1837 Benefit Road - Photo 38](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f3960482668r.jpg) ![1837 Benefit Road - Photo 39](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f3620092727r.jpg) ![1837 Benefit Road - Photo 40](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f4153807473r.jpg) ![1837 Benefit Road - Photo 41](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f932605042r.jpg) ![1837 Benefit Road - Photo 42](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f3928453298r.jpg) ![1837 Benefit Road - Photo 43](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f2364279252r.jpg) ![1837 Benefit Road - Photo 44](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f2812006630r.jpg) ![1837 Benefit Road - Photo 45](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f2205788230r.jpg) ![1837 Benefit Road - Photo 46](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f893530646r.jpg) ![1837 Benefit Road - Photo 47](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f1488378787r.jpg) ![1837 Benefit Road - Photo 48](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f587278068r.jpg) ![1837 Benefit Road - Photo 49](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f2319557493r.jpg) ![1837 Benefit Road - Photo 50](http://lh.rdcpix.com/b05719023ea3c2aac316bb2831cbe7a9l-f3095154179r.jpg) --- **MLS#:** 10647485 | **Updated:** 2026-09-22 **Source:** listhub *Copyright © 2026 Real Estate Information Network, Inc. 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/1837-benefit-road-chesapeake-va-23322-10647485) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/1837-benefit-road-chesapeake-va-23322-10647485#listing", "url": "https://www.propertysimple.ai/listing/1837-benefit-road-chesapeake-va-23322-10647485", "name": "1837 Benefit Road, Chesapeake, VA 23322", "description": "Welcome to this custom-built retreat situated on 5 acres in a highly desirable Grassfield school district. Thoughtfully designed this exceptional property offers generous indoor and outdoor space with features ideal for multigenerational living, entertaining, hobbies, and storage. 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