# 821 Redleafe Circle, Chesapeake, VA 23320 > **TL;DR:** 6bd/4ba single family, $995,000 ($207/sqft), built 2005, 4,800 sqft. > Fireplace, A/C. Est. $5,321/mo. Listed 58 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $995,000 | | Price/sqft | $207 | | Bedrooms | 6 | | Bathrooms | 4 full | | Square Feet | 4,800 | | Year Built | 2005 | | Property Type | Single Family (Other) | | Status | Active | | Days on Market | 58 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $5,031 | | Estimated Insurance | $290 | | **Total** | **$5,321** | ## Nearby Schools - **Elementary:** Greenbrier Primary - **Middle:** Greenbrier Middle ## Key Amenities - Fireplace - A/C ## Property Highlights - Built in 2005 - Fireplace ## Description ### Agent Description An exceptional opportunity to own a Stephen Alexander custom home in Greystone, one of Chesapeake's premier luxury communities where homes are rarely available. This expansive executive residence blends timeless craftsmanship with the space, flexibility, and resort-style amenities today's luxury buyers seek. A first-floor bedroom with an adjacent full bath offers versatility for guests, a home office, or multi-generational living. The primary suite is a true retreat with a fireplace, sitting area, and four closets. Enjoy a private backyard oasis featuring an in-ground pool, hot tub, screened porch, gazebo, fire pit, privacy fence, irrigation well, and expanded parking for a boat or RV. Scenic walking paths enhance this sought- after community. Significant recent investments include a new roof (2026), three HVAC systems, an encapsulated crawl space, new hardwood flooring, updated bath vanities, freshly painted kitchen cabinetry, and a new oven. Schedule your private showing today! ## Location - **Address:** 821 Redleafe Circle, Chesapeake, VA 23320 - **County:** Chesapeake VA - **Neighborhood:** GREYSTONE - **Coordinates:** 36.734235, -76.212395 - **Google Maps:** https://www.google.com/maps?q=36.734235,-76.212395 ## Virtual Tour & Media - **Video Tour:** https://www.youtube.com/watch?v=kXtFFLXOHck ## Listing Agent - **Name:** Jennifer Taylor - **Brokerage:** Berkshire Hathaway HomeServices RW Towne Realty - **Phone:** (757) 690-0439 - **Broker Phone:** (757) 690-0439 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/821-Redleafe-Cir_Chesapeake_VA_23320_M50736-82599?f=listhub&s=REINVA&m=10645935&c=propsimple) ## Photos ![821 Redleafe Circle - Photo 1](http://lh.rdcpix.com/bf99288150bbb4e3d69bb2c63d829839l-f628700197r.jpg) ![821 Redleafe Circle - Photo 2](http://lh.rdcpix.com/bf99288150bbb4e3d69bb2c63d829839l-f1343290028r.jpg) ![821 Redleafe Circle - Photo 3](http://lh.rdcpix.com/bf99288150bbb4e3d69bb2c63d829839l-f2399285103r.jpg) ![821 Redleafe Circle - Photo 4](http://lh.rdcpix.com/bf99288150bbb4e3d69bb2c63d829839l-f434666187r.jpg) ![821 Redleafe Circle - Photo 5](http://lh.rdcpix.com/bf99288150bbb4e3d69bb2c63d829839l-f1375743004r.jpg) ![821 Redleafe Circle - Photo 6](http://lh.rdcpix.com/bf99288150bbb4e3d69bb2c63d829839l-f764897848r.jpg) ![821 Redleafe Circle - Photo 7](http://lh.rdcpix.com/bf99288150bbb4e3d69bb2c63d829839l-f477215423r.jpg) ![821 Redleafe Circle - Photo 8](http://lh.rdcpix.com/bf99288150bbb4e3d69bb2c63d829839l-f3964173837r.jpg) ![821 Redleafe Circle - Photo 9](http://lh.rdcpix.com/bf99288150bbb4e3d69bb2c63d829839l-f2244886717r.jpg) ![821 Redleafe Circle - Photo 10](http://lh.rdcpix.com/bf99288150bbb4e3d69bb2c63d829839l-f1203185144r.jpg) ![821 Redleafe Circle - Photo 11](http://lh.rdcpix.com/bf99288150bbb4e3d69bb2c63d829839l-f691619874r.jpg) ![821 Redleafe Circle - Photo 12](http://lh.rdcpix.com/bf99288150bbb4e3d69bb2c63d829839l-f3372734418r.jpg) ![821 Redleafe Circle - Photo 13](http://lh.rdcpix.com/bf99288150bbb4e3d69bb2c63d829839l-f3239809025r.jpg) ![821 Redleafe Circle - Photo 14](http://lh.rdcpix.com/bf99288150bbb4e3d69bb2c63d829839l-f438503787r.jpg) ![821 Redleafe Circle - Photo 15](http://lh.rdcpix.com/bf99288150bbb4e3d69bb2c63d829839l-f2053905789r.jpg) ![821 Redleafe Circle - Photo 16](http://lh.rdcpix.com/bf99288150bbb4e3d69bb2c63d829839l-f1138308857r.jpg) ![821 Redleafe Circle - Photo 17](http://lh.rdcpix.com/bf99288150bbb4e3d69bb2c63d829839l-f407498119r.jpg) ![821 Redleafe Circle - Photo 18](http://lh.rdcpix.com/bf99288150bbb4e3d69bb2c63d829839l-f1217884550r.jpg) ![821 Redleafe Circle - Photo 19](http://lh.rdcpix.com/bf99288150bbb4e3d69bb2c63d829839l-f3995634803r.jpg) ![821 Redleafe Circle - Photo 20](http://lh.rdcpix.com/bf99288150bbb4e3d69bb2c63d829839l-f2483359825r.jpg) ![821 Redleafe Circle - Photo 21](http://lh.rdcpix.com/bf99288150bbb4e3d69bb2c63d829839l-f2560030813r.jpg) ![821 Redleafe Circle - Photo 22](http://lh.rdcpix.com/bf99288150bbb4e3d69bb2c63d829839l-f3581358499r.jpg) ![821 Redleafe Circle - Photo 23](http://lh.rdcpix.com/bf99288150bbb4e3d69bb2c63d829839l-f1731884336r.jpg) ![821 Redleafe Circle - Photo 24](http://lh.rdcpix.com/bf99288150bbb4e3d69bb2c63d829839l-f674909457r.jpg) ![821 Redleafe Circle - Photo 25](http://lh.rdcpix.com/bf99288150bbb4e3d69bb2c63d829839l-f2153445269r.jpg) ![821 Redleafe Circle - Photo 26](http://lh.rdcpix.com/bf99288150bbb4e3d69bb2c63d829839l-f3141032374r.jpg) ![821 Redleafe Circle - Photo 27](http://lh.rdcpix.com/bf99288150bbb4e3d69bb2c63d829839l-f3260875049r.jpg) ![821 Redleafe Circle - Photo 28](http://lh.rdcpix.com/bf99288150bbb4e3d69bb2c63d829839l-f959929377r.jpg) ![821 Redleafe Circle - Photo 29](http://lh.rdcpix.com/bf99288150bbb4e3d69bb2c63d829839l-f1635678858r.jpg) ![821 Redleafe Circle - Photo 30](http://lh.rdcpix.com/bf99288150bbb4e3d69bb2c63d829839l-f312312781r.jpg) ![821 Redleafe Circle - Photo 31](http://lh.rdcpix.com/bf99288150bbb4e3d69bb2c63d829839l-f4085299009r.jpg) ![821 Redleafe Circle - Photo 32](http://lh.rdcpix.com/bf99288150bbb4e3d69bb2c63d829839l-f832738498r.jpg) ![821 Redleafe Circle - Photo 33](http://lh.rdcpix.com/bf99288150bbb4e3d69bb2c63d829839l-f1014173022r.jpg) ![821 Redleafe Circle - Photo 34](http://lh.rdcpix.com/bf99288150bbb4e3d69bb2c63d829839l-f575717766r.jpg) ![821 Redleafe Circle - Photo 35](http://lh.rdcpix.com/bf99288150bbb4e3d69bb2c63d829839l-f926929357r.jpg) ![821 Redleafe Circle - Photo 36](http://lh.rdcpix.com/bf99288150bbb4e3d69bb2c63d829839l-f1734464563r.jpg) ![821 Redleafe Circle - Photo 37](http://lh.rdcpix.com/bf99288150bbb4e3d69bb2c63d829839l-f3899288925r.jpg) ![821 Redleafe Circle - Photo 38](http://lh.rdcpix.com/bf99288150bbb4e3d69bb2c63d829839l-f2057292936r.jpg) ![821 Redleafe Circle - Photo 39](http://lh.rdcpix.com/bf99288150bbb4e3d69bb2c63d829839l-f94153162r.jpg) ![821 Redleafe Circle - Photo 40](http://lh.rdcpix.com/bf99288150bbb4e3d69bb2c63d829839l-f3798451478r.jpg) ![821 Redleafe Circle - Photo 41](http://lh.rdcpix.com/bf99288150bbb4e3d69bb2c63d829839l-f2031902937r.jpg) ![821 Redleafe Circle - Photo 42](http://lh.rdcpix.com/bf99288150bbb4e3d69bb2c63d829839l-f3055752809r.jpg) ![821 Redleafe Circle - Photo 43](http://lh.rdcpix.com/bf99288150bbb4e3d69bb2c63d829839l-f3080712111r.jpg) ![821 Redleafe Circle - Photo 44](http://lh.rdcpix.com/bf99288150bbb4e3d69bb2c63d829839l-f717282334r.jpg) ![821 Redleafe Circle - Photo 45](http://lh.rdcpix.com/bf99288150bbb4e3d69bb2c63d829839l-f837969701r.jpg) ![821 Redleafe Circle - Photo 46](http://lh.rdcpix.com/bf99288150bbb4e3d69bb2c63d829839l-f2548725931r.jpg) --- **MLS#:** 10645935 | **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/821-redleafe-circle-chesapeake-va-23320-10645935) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/821-redleafe-circle-chesapeake-va-23320-10645935#listing", "url": "https://www.propertysimple.ai/listing/821-redleafe-circle-chesapeake-va-23320-10645935", "name": "821 Redleafe Circle, Chesapeake, VA 23320", "description": "An exceptional opportunity to own a Stephen Alexander custom home in Greystone, one of Chesapeake's premier luxury communities where homes are rarely available. This expansive executive residence blends timeless craftsmanship with the space, flexibility, and resort-style amenities today's luxury buyers seek. 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