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Chesapeake › GREYSTONE › 821 Redleafe Cir✓ Source: REIN MLS #10645935 · record updated Sep 15, 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
6beds
4baths
4,800sqft
48days 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

Tom & Dariya's overview

Our read on this home

by Tom & Dariya Milan, REALTORS® · Brokered by LPT Realty

At a glance

Six bedrooms, four baths, and 4,800 square feet on a spacious lot in Chesapeake. Built in 2005, this home offers room to spread out. You're minutes from the coast and major military installations. Meet 821 Redleafe Circle.

Keep searching in Chesapeake

See all Chesapeake homes for sale, including homes for sale in 23320, homes for sale zoned for Oscar Smith High School, and homes for sale zoned for Greenbrier Primary School. Browse every listing among homes for sale in Chesapeake — updated from the REIN MLS every few minutes. Nearby, look at Greystone homes for sale, Chesapeake waterfront homes for sale, Chesapeake condos and townhomes for sale, and new construction homes in Chesapeake.

Read the full overview ↓

Why this home stands out

This is a genuine six-bedroom home—not a converted bonus room or creative counting. The 4,800-square-foot floor plan gives you real separation between living spaces, a dedicated office or guest suite, and storage that doesn't require negotiation. Four full baths mean morning routines stay calm. The 2005 construction brings modern systems without the price tag of new. The lot size supports a genuine backyard and room for projects.

GREYSTONE and the Chesapeake real estate market

Redleafe Circle sits in Chesapeake, Virginia's largest city by land area and a place where suburban comfort meets genuine access to water, nature, and work. The neighborhood is residential and stable—tree-lined streets, single-family homes set back on their lots, and the kind of quiet that lets you hear yourself think. Chesapeake spreads across the southeastern corner of Hampton Roads, bordered by the Elizabeth River and the James River. Daily life centers on local shops, parks, and schools; the city has invested heavily in greenspace and recreation. The area shows a range of lot sizes and a stable residential character. You're about four minutes to USCG Finance Center Chesapeake and sixteen minutes to Norfolk Naval Shipyard. Getting around Chesapeake is straightforward—major roads like George Washington Highway and Greenbrier Parkway connect you to shopping, dining, and the water. Anyone comparing Chesapeake homes for sale will find this location central to the city's best amenities.

What's nearby

The Greenbrier area offers retail, dining, and a grocery anchor within five minutes. Chesapeake Central Library is a short drive and a genuine community hub. The Elizabeth River lies to your north, with public boat launches and waterfront parks nearby. Greenbrier Parkway connects you to the broader city and toward Virginia Beach in under twenty minutes. Local parks provide playgrounds, trails, and athletic fields. Coffee shops, pharmacies, and casual restaurants cluster along the main corridors.

For different buyers

Base commute and VA loan notes

Four minutes to USCG Finance Center Chesapeake puts you in the shortest commute zone. VA loan financing is standard here—lenders know the area and move fast. Six bedrooms and four baths mean you have genuine separation and flexibility. The 2005 build features solid systems and straightforward upkeep.

Room to grow

Six genuine bedrooms give each person their own space plus a guest room or home office. Four full baths eliminate the morning traffic jam. The 4,800-square-foot layout separates the master suite from the kids' wing. A large lot supports a real backyard, storage shed, and room to add a deck or expand later.

More buyer questions

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

About four minutes by car. It's one of the shortest commutes in the area.

What attendance zones apply to this address?

Anyone comparing homes for sale zoned for Greenbrier Primary School and homes for sale zoned for Oscar Smith High School will find this location convenient to both.

How far is Norfolk Naval Shipyard from this home?

About sixteen minutes by car, depending on traffic and which gate you use.

What is the lot size?

The property is spacious and supports a genuine backyard, landscaping, and potential for outdoor projects or additions.

When was this home built?

The home was built in 2005, so you get modern systems and construction standards without the premium price of a new build.

Ready to tour 821 Redleafe Circle? Contact Tom & Dariya Milan to schedule your showing and explore what this six-bedroom home offers.

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 neighborhood in the Greenbrier section of Chesapeake, Virginia. It spans 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

Own a home nearby? See what it is worth today — What's your Chesapeake home worth?

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 29, 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

48 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

Brokered by 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.

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