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Chesapeake › JOLLIFF LANDING AT WESTERN BRANCH › 2221 Captiva Ln✓ Source: REIN MLS #10600541 · record updated Nov 24, 2025 · synced every 2 min · your inquiry is never resold
2221 Captiva LN, CHESAPEAKE VA 23321 - Main photo
2221 Captiva LN, CHESAPEAKE VA 23321 - Photo 2
2221 Captiva LN, CHESAPEAKE VA 23321 - Photo 3
2221 Captiva LN, CHESAPEAKE VA 23321 - Photo 4
2221 Captiva LN, CHESAPEAKE VA 23321 - Photo 5
$539,900
$231 / sqft · est. $3,472/mo →
4beds
2baths
2,335sqft
26days on market

2221 Captiva Ln, Chesapeake, VA 23321

Under ContractResidential · built 2025 · JOLLIFF LANDING AT WESTERN BRANCH

About this home

The listing, in the seller's words

PRE-SOLD RANCH STYLE HOME. WE HAVE MORE LOTS & ALWAYS BUILDING INVENTORY HOMES AS WELL. CALL LISTING AGENTS FOR CURRENT STATUS / AVAILIBILITY

Listing courtesy of Steve Freeman · RHOAD & CO. · REIN MLS #10600541

VaHome team overview

Our read on this home

by Tom & Dariya Milan, REALTORS® · LPT Realty

At a glance

2221 Captiva LN is a brand-new 2025-built, four-bedroom home in Jolliff Landing at Western Branch — one of Chesapeake's freshest addresses. With 2,335 square feet, two full baths, and quick access to major bases, it's a strong fit for families and military households alike.

Read the full overview ↓

Why this home stands out

Built in 2025, this home skips the guesswork that comes with older construction — everything from the systems to the finishes is current. Four bedrooms across 2,335 square feet gives you real breathing room, and the Jolliff Landing at Western Branch location puts you in the northwest Chesapeake corridor where commutes to NSA Northwest Annex and Naval Medical Center Portsmouth clock in at roughly 15 and 16 minutes respectively.

JOLLIFF LANDING AT WESTERN BRANCH and the Chesapeake real estate market

Jolliff Landing at Western Branch sits in the northwest quadrant of Chesapeake, Virginia — a city that consistently ranks among the most livable in the Mid-Atlantic. This part of Chesapeake feels distinctly suburban without being remote: tree-lined streets, newer construction throughout the community, and a pace that suits families who want space without sacrificing convenience. Western Branch is one of those pockets that residents tend to stay in once they find it, and Jolliff Landing represents some of the freshest inventory in the area. For buyers exploring northwest Chesapeake VA homes for sale, this neighborhood checks a lot of boxes — newer builds, manageable lot sizes, and straightforward access to both the Hampton Roads Bridge-Tunnel corridor and the military installations that anchor the region's economy. Chesapeake as a whole offers low crime rates, strong infrastructure, and a geography that keeps you close to the water and the outdoors without the density of Virginia Beach or Norfolk.

What's nearby

Daily life is genuinely easy from 2221 Captiva LN. A Starbucks is just 0.2 miles away — close enough to become a morning ritual without a second thought. Half a mile out, Branches Tasting Room gives you a solid local spot for an evening out, and Fruitsplash Factory and Gather Cafe round out the casual dining and coffee options nearby. When it's time to work out, you have real choices: Onelife Fitness at Chesapeake Square and the National Personal Training Institute are both within 0.7 miles, giving you gym flexibility depending on your routine. The overall walkability for everyday errands is a genuine perk for a suburban Chesapeake address at this price point.

For different buyers

For military families relocating

NSA Northwest Annex is roughly 15 minutes from your front door, and Naval Medical Center Portsmouth is just a minute farther. A VA loan pairs naturally with a new-construction home like this one — no negotiating around deferred maintenance, no surprises in the inspection. Four bedrooms means space for a home office or a guest room when family visits, and the Jolliff Landing at Western Branch community offers the stability military families often prioritize.

For families upgrading

Four bedrooms and 2,335 square feet of brand-new space means you're not inheriting someone else's layout decisions. Built in 2025, everything here is current — mechanicals, finishes, and energy efficiency. Jolliff Landing at Western Branch is a community where neighbors tend to put down roots, and northwest Chesapeake's suburban character gives kids room to grow without sacrificing the conveniences that make family life manageable.

More buyer questions

How far is 2221 Captiva LN from NSA Northwest Annex?

The drive from 2221 Captiva LN to NSA Northwest Annex is approximately 15 minutes under normal traffic conditions, making it one of the more convenient base commutes available among homes for sale in the Chesapeake Bay region's northwest corridor.

How far is 2221 Captiva LN from Naval Medical Center Portsmouth?

Naval Medical Center Portsmouth is about 16 minutes from this address, a manageable daily commute that keeps you well within range without living in the thick of the Portsmouth or Norfolk urban core.

What year was 2221 Captiva LN built?

The home was built in 2025, making it among the newest construction you'll find in Jolliff Landing at Western Branch and in northwest Chesapeake broadly.

Is 2221 Captiva LN in a flood zone?

Flood zone information for this address is available in the FloodRisk tile on this page, which pulls current FEMA map data specific to the property's location in Chesapeake, Virginia.

Does Jolliff Landing at Western Branch have an HOA?

Jolliff Landing at Western Branch does have a homeowners association — your agent can provide the current governing documents and any applicable covenants during the due-diligence process.

Tom and Dariya Milan at LPT Realty know this corner of Chesapeake well. Reach out to get a straight answer on availability, comparable sales, or VA loan options for this address.

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

Schools

Info provided by GreatSchools

Facts & features

The record, sourced

Type

Residential

Year built

2025

Price / sqft

$231

HOA fee

$80/mo

Taxes

$5,200/yr

County

Chesapeake VA

MLS #

10600541

HOA association includes

ClubhouseExercise RmPlaygroundsPool

$80/mo HOA fee · N/A · per the REIN MLS listing record — confirm inclusions with the association.

Interior

Bedrooms
4
Full baths
2
Approx. sqft
2,335
Stories
2
Flooring
Carpet, Ceramic, Wood
Ensuite bedrooms
2
First-floor bed & full bath
Yes
Total rooms
8
Other rooms
1st Floor BR, 1st Floor Primary BR, Attic, Breakfast Area, Fin. Rm Over Gar, Foyer, PBR with Bath, Pantry, Porch, Utility Room
Appliances
Dishwasher, Disposal, Dryer Hookup, Microwave, Elec Range, Washer Hookup
Equipment
Cable Hookup, Ceiling Fan, Security Sys
Accessibility
Level Flooring

Construction & exterior

Style
Ranch
Subtype
Detached
Foundation
Slab
Roof
Asphalt Shingle
Exterior
Fiber Cement
Pool
No Pool

Utilities & systems

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

Lot, parking & ownership

Subdivision
JOLLIFF LANDING AT WESTERN BRANCH
Zoning
RES
Ownership
Fee Simple
Garage
Yes
Parking
Garage Att 2 Car, Multi Car, Off Street, Driveway Spc
Possession
SETTLEMENT
Miscellaneous
Warranty Plan
Disclosures
Common Interest Community, Contract Owner, Exempt from Disclosure/Disclaimer, Occupancy Permit

See more Chesapeake new construction homes.

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

Evacuation Zone D

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

Explore this neighborhood

Western Branch

Western Branch is a residential neighborhood in Chesapeake, Virginia, characterized by tree-lined streets and a mix of single-family homes. The area reflects the broader suburban character of Chesapeake while maintaining its own distinct identity.

$372K

Median sale · 12 mo

$205

Sold $/sq ft

32d

Days on market

41

For sale now

$95K

HH income

72%

Owner-occupied

REIN MLS closed sales, trailing 12 mo · U.S. Census ACS 2024 5-year

Explore Western Branch →
Map of Western Branch 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

$3,392/mo

Principal & interest

$2,801

Property tax

$433

Home insurance

$157

PMI

None

HOA/Condo (paid separately)

$80

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

$543,900 – $581,680

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.

2223 Captiva LN · 0 mi · 2,335 sqft$575,762 sold 2026-04
2229 CAPTIVA LN · 0 mi · 2,245 sqft$551,055 sold 2026-04
2213 Sanibel LN · 0.1 mi · 2,454 sqft$549,900 sold 2026-06

Sale & Tax History

List Price

$539,900

Price / Sq Ft

$231

Annual Taxes

$5,200

Monthly Tax

$433

HOA fee

$80 / mo

Tax Rate (effective)

0.96%

Sale Timeline (this listing)

EventDatePriceDetail
ListedApr 13, 2026$539,900—
Currently listed—$539,900—

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.

Questions buyers ask

Real questions, answered from the record

Is 2221 Captiva Ln in a good school zone?+
The assigned zones on the listing record are Western Branch Primary, Western Branch Middle, Western Branch. School attendance zones can change — always confirm enrollment with the local school division.
Is 2221 Captiva Ln 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.
Is there a gym near 2221 Captiva Ln?+
Yes — Candlewood Suites Chesapeake/Suffolk by IHG is about 0.4 miles away, per the cached nearby-places record for this address.
Does 2221 Captiva Ln 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. Association amenities on record include: Clubhouse, Exercise Rm, Playgrounds, Pool.
When was 2221 Captiva Ln built?+
It was built in 2025, 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 Steve Freeman · RHOAD & CO. · REIN MLS #10600541

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.

2221 Captiva Ln, Chesapeake — photo

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

Call or text (757) 777-7577

2221 Captiva Ln, Chesapeake, Virginia 23321 · MLS #10600541 · 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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