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ChesapeakeGREYSTONE821 Redleafe Cir✓ Source: REIN MLS #10645935 · record updated Aug 7, 2026 · synced every 2 min · your inquiry is never resold
821 Redleafe CIR, CHESAPEAKE VA 23320 - Main photo
821 Redleafe CIR, CHESAPEAKE VA 23320 - Photo 2
821 Redleafe CIR, CHESAPEAKE VA 23320 - Photo 3
821 Redleafe CIR, CHESAPEAKE VA 23320 - Photo 4
821 Redleafe CIR, CHESAPEAKE VA 23320 - Photo 5
$995,000
$207 / sqft · est. $6,220/mo →
6beds
4baths
4,800sqft
8days on market

821 Redleafe Cir, Chesapeake, VA 23320

ActiveResidential · built 2005 · GREYSTONE

Facts & features

Type

Residential

Year built

2005

Price / sqft

$207

HOA fee

$46/mo

Taxes

$8,647/yr

County

Chesapeake VA

MLS #

10645935

Interior

Bedrooms
6
Full baths
4
Approx. sqft
4,800
Stories
3
Flooring
Carpet, Ceramic, Wood
Ensuite bedrooms
1
First-floor bed & full bath
Yes
Total rooms
10
Other rooms
1st Floor BR, Attic, Breakfast Area, Foyer, PBR with Bath, Pantry, Rec Room, Screened Porch, Utility Closet
Appliances
Dishwasher, Disposal, Dryer, Microwave, Gas Range, Refrigerator, Washer
Equipment
Cable Hookup, Ceiling Fan, Gar Door Opener, Hot Tub, Jetted Tub, Security Sys, Sump Pump

Construction & exterior

Style
Transitional
Subtype
Detached
Foundation
Sealed/Encapsulated Crawl Space
Roof
Asphalt Shingle
Exterior
Brick,Fiber Cement
Pool
In Ground Pool
Fencing
Back Fenced,Privacy,Rail

Utilities & systems

Heating
Forced Hot Air, Nat Gas, Zoned
Cooling
Central Air, Zoned
Water heater
Gas
Water
City/County
Sewer
City/County

Lot, parking & ownership

Subdivision
GREYSTONE
Ownership
Fee Simple
Garage
Yes
Parking
Garage Att 2 Car, Multi Car, Off Street, Driveway Spc
Possession
SETTLE
Disclosures
Disclosure Statement

Sources: REIN MLS record · null fields are suppressed, never faked

About this home

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!

Listing courtesy of Jennifer Taylor · BHHS RW Towne Realty · REIN MLS #10645935

VaHome team overview

Our read on this home

by Tom & Dariya Milan, REALTORS® · LPT Realty

At a glance

821 Redleafe Circle is a six-bedroom, four-bath home in Chesapeake, Virginia, offering 4,800 square feet of living space built in 2005. It's a rare find for families who need serious room to grow — and it sits just minutes from USCG Finance Center Chesapeake.

Read the full overview ↓

Why this home stands out

Six bedrooms and four full baths across 4,800 square feet puts 821 Redleafe Circle in a category that's genuinely hard to find among Chesapeake homes for sale. Built in 2005, the home hits a sweet spot — recent enough for modern construction standards, seasoned enough to have real character. Families who've outgrown their last two houses tend to stop their search here.

GREYSTONE and the Chesapeake real estate market

Chesapeake is one of the largest cities by land area on the East Coast, and the 23320 zip code sits right in the heart of it — the Greenbrier corridor, where suburban convenience and genuine community feel coexist without much effort. Redleafe Circle itself is a quiet residential street with the kind of low-traffic, looping layout that makes neighbors actually know each other. The broader area is well-established, with mature tree lines and a mix of families at every stage. Chesapeake as a city draws people who want proximity to Norfolk and Virginia Beach without paying for a waterfront zip code. You get strong infrastructure, city services, and a pace of life that feels intentional. Families comparing homes for sale in Chesapeake consistently land in the Greenbrier area for exactly this reason — it delivers on daily livability in ways that are easy to take for granted until you've lived somewhere that doesn't.

What's nearby

The immediate neighborhood around Redleafe Circle has a surprisingly active fitness scene for a residential street. Evolution Gymnastics Academy, Three Ships Collective, and CK Cheerleading Club are all within 0.4 miles — an unusual cluster that makes after-school activities genuinely walkable for kids and adults alike. Beyond that, the Greenbrier area puts you close to a full range of everyday essentials: grocery stores, pharmacies, restaurants, and coffee shops are all within a short drive. Greenbrier Mall and the surrounding retail corridor handle most errands in one trip. Getting in and out of the neighborhood is straightforward, with easy access to Interstate 64 and major surface roads connecting you to the broader Hampton Roads region.

For different buyers

For military families relocating

USCG Finance Center Chesapeake is four minutes away, and Norfolk Naval Shipyard is a manageable 16-minute commute — making 821 Redleafe Circle a practical anchor for military households. Six bedrooms give you flexibility for a home office, a guest room for visiting family, or space for a growing household. VA loan eligibility can stretch further on a home this size in Chesapeake than in most neighboring cities.

For families upgrading

If your current home stopped fitting your family two kids ago, 821 Redleafe Circle is worth a serious look. Six bedrooms and four full baths mean everyone gets space — and then some. Families comparing homes for sale zoned for Oscar Smith High School and homes for sale zoned for Greenbrier Primary School will find this address sits in a well-connected part of Chesapeake with strong community roots and room to settle in for the long term.

More buyer questions

How far is 821 Redleafe Circle from USCG Finance Center Chesapeake?

The USCG Finance Center Chesapeake is approximately four minutes away by car, making this one of the closest residential streets to the base in the area.

How far is 821 Redleafe Circle from Norfolk Naval Shipyard?

Norfolk Naval Shipyard is about 16 minutes from Redleafe Circle under normal traffic conditions, a reasonable daily commute for shipyard personnel.

What zip code is 821 Redleafe Circle in?

The property is in the 23320 zip code, which covers the Greenbrier corridor — one of Chesapeake's most established and well-connected residential areas. Buyers browsing homes for sale in 23320 will find this part of the city offers strong everyday infrastructure and easy highway access.

Is 821 Redleafe Circle in a flood zone?

Flood zone status for this address is detailed in the FloodRisk tile on this page — check that section for the most current FEMA designation and what it means for insurance requirements.

Does 821 Redleafe Circle have an HOA?

HOA status for this property is worth confirming directly, as community association rules and dues can vary even within the same neighborhood — your agent can pull the current disclosure documents.

Tom and Dariya Milan at LPT Realty know this part of Chesapeake well. Reach out to get a straight answer on availability, comparable sales, and next steps.

Summary generated by AI from public records and publicly available information.

Homes like this one sell fast — see the next one first

Chesapeake$845K – $1.1M6+ beds

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Schools

VaHome School Score

Our own 1–10 rating, scored from Virginia Department of Education data.

VaHome School Score — calculated by VaHome.com from Virginia Department of Education assessment, progress, and attendance data. Attendance zones come from the MLS listing record; confirm the current zone with the school division before making an offer.

Flood & environment

FEMA flood zone X · outside the high-risk area · FIRM 510034

Flood Risk

Looking up FEMA flood zone…

Hurricane Evacuation Zone

Not in a designated hurricane evacuation zone.

Source: Virginia Dept. of Emergency Management — Know Your Zone

Explore this neighborhood

Greystone

Greystone is a residential community in the Greenbrier section of Chesapeake, Virginia, set across roughly 86 acres of wooded land along Greystone Lane near Clearfield Avenue.

1

For sale now

$135K

HH income

85.7%

Owner-occupied

U.S. Census ACS 2024 5-year

Explore Greystone
Map of Greystone with neighborhood boundaryNeighborhood

houses for sale in Chesapeake

Location intelligence

Minutes to real places, not a score

Location & Neighborhood

Places within ~1 mile, ordered by distance from this property. Powered by Google Places.

Military Commute

Drive times to nearest bases

Drive times via Google Maps with current traffic patterns. Times are typical and may vary by time of day. Use the "Analyze" button up top to see live drive time to your saved base.

The numbers

Run the real carrying cost

Estimates only — taxes come from the public record; confirm rates with your lender. VA-eligible buyers: $0-down financing may apply.

Estimate your monthly payment

$6,174/mo

Principal & interest

$5,163

Property tax

$721

Home insurance

$290

PMI

None

HOA/Condo (paid separately)

$46

Estimate only. Association (HOA/condo) fees are paid separately and are not included in the payment above. Insurance assumed at 0.35% of home value annually. Actual taxes, insurance, and rate will vary by lender, credit, and property. Contact a lender for a personalized quote.

Value & history

Judge value on real ground

Price context — similar nearby homes

$739,000$1,150,000

The 6 most similar homes nearby (same city, within ~20% of this size, ~2.5 mi; 6 sold). Context for judging the asking price — not an appraisal or an estimate of this home's value.

524 Brentwood ARCH · 0.2 mi · 4,091 sqft$749,900 sold 2026-02
501 Shadow Brooke DR · 1.2 mi · 4,521 sqft$830,000 sold 2026-08
1417 Kemp Bridge LN · 1 mi · 3,952 sqft$755,000 sold 2026-08

Sale & Tax History

List Price

$995,000

Price / Sq Ft

$207

Annual Taxes

$8,647

Monthly Tax

$721

HOA fee

$46 / mo

Tax Rate (effective)

0.87%

Sale Timeline (this listing)

EventDatePriceDetail
ListedJul 30, 2026$995,000
Currently listed$995,000

Looking for multi-year tax assessments or prior sales? REIN MLS only ships data for the current listing. For full property history, check the city assessor record:

Chesapeake Real Estate Assessor

Tax data above from REIN public-records sync. Sale timeline tracked from this listing's first appearance in our feed forward; prior owner sales are not included.

Comparable Properties

Comps are selected by city, bed count, square footage and price proximity. Composite similarity score weights bed match, sqft variance, price variance, and straight-line distance.

Market tempo

8 days on market — read it in context

Days on market reflects pricing, season, and inventory — compare it against similar nearby homes below before reading anything into it.

Questions buyers ask

Is 821 Redleafe Cir in a good school zone?+
The assigned zones on the listing record are Greenbrier Primary, Greenbrier Middle (VaHome School Score 7.2/10), Oscar Smith (VaHome School Score 3.7/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 821 Redleafe Cir in a flood zone?+
FEMA maps this parcel in Zone X, outside the high-risk Special Flood Hazard Area. See the flood section on this page for details and sources.
Does 821 Redleafe Cir have an HOA?+
Yes — HOA dues are on record for this property (the current amount is shown in the facts section on this page). The association of record is N/A.
When was 821 Redleafe Cir built?+
It was built in 2005, per the listing record.

Answers generated from the listing record, verified school zones, FEMA data, and cached nearby-places data — never invented.

The people

You'll talk to a person, not a lead queue

TD

Tom & Dariya Milan

LPT Realty · Hampton Roads · answer their own phone

✓ Your inquiry goes to Tom & Dariya — never sold to strangers

Listing courtesy of Jennifer Taylor · BHHS RW Towne Realty · REIN MLS #10645935

Call or text (757) 777-7577

Ask Dariya — instant answers

Schools, flood, drive times, what it really costs to own — answered from this page's data, by chat or voice.

Schedule a private tour

Free, no obligation — your inquiry goes to Tom & Dariya, never resold.

821 Redleafe Cir, Chesapeake — photo

See it in person — the record only says so much.

Call or text (757) 777-7577

821 Redleafe Cir, Chesapeake, Virginia 23320 · MLS #10645935 · Source: REIN MLS + public record. Information deemed reliable but not guaranteed — verify independently. School zones subject to change; confirm with the local school division. All locations are described by neutral geographic fact. Equal Housing Opportunity.