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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

About this home

The listing, in the seller's words

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, built in 2005 with 4,800 square feet of living space. For buyers exploring homes for sale in Chesapeake, this address delivers serious square footage, a flexible floor plan, and a location that keeps daily life genuinely convenient.

Read the full overview ↓

Why this home stands out

Six bedrooms and four full baths across 4,800 square feet is a combination that's hard to find without compromising on location or condition. Built in 2005, the home sits in a period of construction known for solid framing standards and practical layouts — large enough for multigenerational living or a dedicated home office setup, yet grounded in a neighborhood that feels residential rather than sprawling. That's a meaningful distinction among homes for sale in Chesapeake.

GREYSTONE and the Chesapeake real estate market

Chesapeake is one of the largest cities by land area on the East Coast, and that scale works in your favor — you get genuine breathing room without sacrificing access to urban amenities. The area around Redleafe Circle sits in the heart of Chesapeake's 23320 zip code, a well-established corridor where mature tree lines, quiet residential streets, and proximity to major commuter routes coexist comfortably. Chesapeake consistently draws families and professionals who want more space than the Peninsula or Norfolk proper typically offers. The city's parks system, its distinct neighborhoods, and its reputation for lower traffic density compared to Virginia Beach all contribute to a quality of life that keeps people here long-term. When you're weighing homes for sale Chesapeake VA, the 23320 zip code tends to check a lot of boxes — central, accessible, and genuinely livable.

What's nearby

The immediate area around 821 Redleafe Circle has a notably active fitness and youth-activity corridor within half a mile. Evolution Gymnastics Academy, Three Ships Collective, and CK Cheerleading Club are all within 0.4 miles — an unusual cluster that makes after-school and weekend activity logistics significantly easier for families. Whether you have kids in competitive cheer, gymnastics, or fitness training, that kind of proximity is a real day-to-day advantage. Major grocery options, pharmacies, and dining along the Greenbrier corridor are just a short drive away, keeping routine errands quick and low-effort.

For different buyers

For military families relocating

The USCG Finance Center Chesapeake is roughly four minutes away, and Norfolk Naval Shipyard is a manageable 16-minute commute. For service members using a VA loan to purchase in the area, 821 Redleafe Circle's six bedrooms give you room to grow — whether that means space for family visiting during deployment or a dedicated workspace during remote duty cycles. Chesapeake's central location also keeps multiple installations within reasonable reach.

For families upgrading

If your current home feels like it's running out of room, 4,800 square feet with six bedrooms and four full baths is a meaningful step up. Homes for sale Chesapeake VA at this size don't come along constantly, and Redleafe Circle's location puts youth activity programs, everyday errands, and major commuter routes all within easy reach. This is the kind of address where a growing family can genuinely settle in for the long term.

More buyer questions

How far is 821 Redleafe Circle from Norfolk Naval Shipyard?

Norfolk Naval Shipyard is approximately 16 minutes from 821 Redleafe Circle under normal traffic conditions. The route via I-464 or surface roads through Chesapeake is straightforward for daily commuters.

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

The USCG Finance Center Chesapeake is about four minutes away, making this one of the closest residential options to that installation in the area.

What is the flood zone status for 821 Redleafe Circle?

Flood zone information for this address is displayed in the FloodRisk tile on this page — check there for the current FEMA designation and any associated details.

Is there an HOA at 821 Redleafe Circle?

HOA status for this property is noted in the listing details section — confirm with your agent whether a homeowners association governs the Redleafe Circle community and what it covers.

What are the closest activity and fitness options near 821 Redleafe Circle?

Evolution Gymnastics Academy, Three Ships Collective, and CK Cheerleading Club are all within 0.4 miles, making this address unusually convenient for families with kids in structured athletic or activity programs.

Ready to take a closer look at 821 Redleafe Circle? Tom and Dariya Milan can walk you through the details, answer your questions, and help you figure out if this Chesapeake address is the right fit.

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

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.

Facts & features

The record, sourced

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

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.

2

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

Why we show no algorithmic estimate.

National AVMs misprice homes whose value drivers they can't see. Instead: the sourced assessment above, the carrying cost, real price history, and honest comparables below.

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

Real questions, answered from the record

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.