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ChesapeakeJOLLIFF LANDING AT WESTERN BRANCH2239 Captiva Ln✓ Source: REIN MLS #10597348 · record updated Feb 20, 2026 · synced every 2 min · your inquiry is never resold
2239 Captiva LN, CHESAPEAKE VA 23321 - Main photo
2239 Captiva LN, CHESAPEAKE VA 23321 - Photo 2
2239 Captiva LN, CHESAPEAKE VA 23321 - Photo 3
2239 Captiva LN, CHESAPEAKE VA 23321 - Photo 4
2239 Captiva LN, CHESAPEAKE VA 23321 - Photo 5
4beds
2.1baths
2,400sqft
165days on market

2239 Captiva Ln, Chesapeake, VA 23321

Under ContractResidential · built 2026 · JOLLIFF LANDING AT WESTERN BRANCH

Facts & features

Type

Residential

Year built

2026

Price / sqft

$226

HOA fee

$80/mo

Taxes

$5,429/yr

County

Chesapeake VA

MLS #

10597348

HOA association includes

ClubhouseExercise Rm

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

Interior

Bedrooms
4
Full baths
2
Half baths
1
Approx. sqft
2,400
Stories
2
Flooring
Carpet, Ceramic, Laminate/LVP
Ensuite bedrooms
1
Total rooms
11
Other rooms
Assigned Storage, Attic, Breakfast Area, Foyer, PBR with Bath, Pantry, Porch, Screened Porch, Utility Room
Appliances
Dishwasher, Disposal, Dryer Hookup, Microwave, Elec Range, Washer Hookup
Equipment
Ceiling Fan
Accessibility
Low Pile Carpet

Construction & exterior

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

Utilities & systems

Heating
Forced Hot Air, Nat Gas, Programmable Thermostat, Zoned
Cooling
Central Air, Zoned
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, 4 Space, Driveway Spc, Street
Possession
CLOSING
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

About this home

PRE-SOLD SYCAMORE

Listing courtesy of Steve Freeman · RHOAD & CO. · REIN MLS #10597348

Tom & Dariya's overview

Our read on this home

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

At a glance

Meet 2239 Captiva Lane — a brand-new 2026-built, four-bedroom, two-and-a-half-bath home in Jolliff Landing at Western Branch, one of Chesapeake's freshest communities. At 2,400 square feet, it delivers the space, finishes, and location that make Chesapeake homes for sale worth a serious look.

Read the full overview ↓

Why this home stands out

What sets 2239 Captiva Lane apart is simple: it's new construction in an established Western Branch corridor, meaning you get modern systems, modern warranties, and modern layouts without the compromise of a resale. Four bedrooms across 2,400 square feet gives every household member room to breathe, and the half-bath on the main level is the kind of practical detail that matters on a busy morning. This is a home built for how people actually live in 2026.

JOLLIFF LANDING AT WESTERN BRANCH and the Chesapeake real estate market

Jolliff Landing at Western Branch sits in the western reaches of Chesapeake, a city that consistently ranks among the safest and most livable in Virginia. The Western Branch area has a distinctly suburban feel — wide streets, mature tree lines on the surrounding roads, and a pace that slows down the moment you turn off the main corridor. Neighbors here tend to put down roots, and the community has that settled, well-kept character that comes from people who actually like where they live. Chesapeake as a whole offers something rare in Hampton Roads: genuine size (it's one of the largest cities by land area in the country) paired with a small-city sensibility. You're never far from green space, and the city's infrastructure investment in the western districts has been steady. For anyone comparing homes for sale in Chesapeake, the Western Branch zip code 23321 offers a compelling mix of new construction quality and neighborhood maturity that's hard to replicate closer to the water.

What's nearby

Daily life is easy from Captiva Lane. A Starbucks is just 0.2 miles away — close enough to walk on a good morning. Half a mile out, Branches Tasting Room gives you a relaxed spot for an evening out without a long drive, and Fruitsplash Factory and Gather Cafe round out the casual dining and coffee options nearby. Fitness is equally convenient: Onelife Fitness at Chesapeake Square and the National Personal Training Institute are both within 0.7 miles, so skipping the gym becomes harder to justify. Chesapeake Square Mall itself anchors the retail corridor, putting grocery, pharmacy, and everyday errands within a short drive of the neighborhood.

For different buyers

For military families relocating

NSA Northwest Annex is roughly 15 minutes from the front door, and Naval Medical Center Portsmouth is about 16 minutes out — both well within a comfortable commute window for most duty schedules. A VA loan is a natural fit for a new-construction purchase like this, and the Western Branch location keeps BAH working efficiently. Families comparing homes for sale zoned for Western Branch High School and homes for sale zoned for Western Branch Primary School will find this address checks both boxes.

For families upgrading

Four bedrooms and 2,400 square feet of new construction means you're not inheriting someone else's deferred maintenance — everything is fresh, under warranty, and ready for your family's next chapter. The Western Branch corridor has the suburban breathing room that growing households need, and Jolliff Landing delivers it in a community that feels intentional rather than thrown together. There's a lot to love about starting fresh in a home that's never been lived in.

More buyer questions

How far is 2239 Captiva Lane from NSA Northwest Annex?

NSA Northwest Annex is approximately 15 minutes from 2239 Captiva Lane under normal traffic conditions. The western Chesapeake location keeps the commute straightforward without the congestion of routes closer to the water.

What zip code is 2239 Captiva Lane in?

The property is in zip code 23321, which covers the Western Branch area of Chesapeake. Buyers browsing homes for sale in 23321 will find this corridor offers a strong mix of new construction and established neighborhood character.

Is 2239 Captiva Lane in a flood zone?

Flood zone designation for this address is covered in the FloodRisk tile on this page — check there for the most current FEMA mapping data specific to this parcel.

What is the HOA situation at Jolliff Landing at Western Branch?

Jolliff Landing at Western Branch does have a homeowners association. Fee amounts are not published here, but your agent can pull the current HOA disclosure documents, which detail dues, rules, and community amenities.

How new is the construction at 2239 Captiva Lane?

The home was built in 2026, making it among the newest residential construction available in the Western Branch area. New-build status typically means modern energy codes, fresh mechanical systems, and builder warranty coverage still in effect.

Tom and Dariya Milan at LPT Realty know the Western Branch market well — reach out to get current details, schedule a walkthrough, and talk through your VA loan options for this address.

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

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

Chesapeake$460K – $625K4+ 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

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.

$400K

Median sale · 12 mo

$202

Sold $/sq ft

33d

Days on market

50

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

$3,428/mo

Principal & interest

$2,817

Property tax

$452

Home insurance

$158

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

Price context — similar nearby homes

$419,900$600,000

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.

4701 Harlan CT · 1 mi · 2,569 sqft$530,000 sold 2026-05
4916 Breck LN · 0.6 mi · 2,044 sqft$419,900 sold 2026-03
1905 Old Jolliff RD · 1.1 mi · 2,261 sqft$480,000 sold 2026-06

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

Sale & Tax History

List Price

$542,900

Price / Sq Ft

$226

Annual Taxes

$5,429

Monthly Tax

$452

HOA fee

$80 / mo

Tax Rate (effective)

1.00%

Sale Timeline (this listing)

EventDatePriceDetail
ListedFeb 20, 2026$542,900
Currently listed$542,900

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

Is 2239 Captiva Ln in a good school zone?+
The assigned zones on the listing record are Western Branch Primary, Western Branch Middle (VaHome School Score 6.7/10), Western Branch (VaHome School Score 6.2/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 2239 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 2239 Captiva Ln?+
Yes — Candlewood Suites Chesapeake/Suffolk by IHG is about 0.5 miles away, per the cached nearby-places record for this address.
Does 2239 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.
When was 2239 Captiva Ln built?+
It was built in 2026, 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 Steve Freeman · RHOAD & CO. · REIN MLS #10597348

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.

2239 Captiva Ln, Chesapeake — photo

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

Call or text (757) 777-7577

2239 Captiva Ln, Chesapeake, Virginia 23321 · MLS #10597348 · 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.