Skip to main content
ChesapeakeHILLCREST789 Caddie St✓ Source: REIN MLS #10642362 · record updated Jul 15, 2026 · synced every 2 min · your inquiry is never resold
789 Caddie ST, CHESAPEAKE VA 23322 - Main photo
789 Caddie ST, CHESAPEAKE VA 23322 - Photo 2
789 Caddie ST, CHESAPEAKE VA 23322 - Photo 3
789 Caddie ST, CHESAPEAKE VA 23322 - Photo 4
789 Caddie ST, CHESAPEAKE VA 23322 - Photo 5
$589,000
$227 / sqft · est. $3,757/mo →
5beds
3baths
2,600sqft
14days on market

789 Caddie St, Chesapeake, VA 23322

ActiveResidential · built 2026 · HILLCREST

About this home

The listing, in the seller's words

Tired of expensive water and sewer bills, HOA restrictions, or dealing with the stress and cost of a fixer upper? Then this brand new home is exactly what you have been waiting for. Welcome to this stunning 2,600 sq. ft. open concept residence built by a local award winning builder. Featuring 5 spacious bedrooms, including a first floor bedroom great for guests or multi generational living, and 3 full baths with upscale designer finishes throughout. Enjoy luxury features including granite countertops, ceramic tile, luxury vinyl plank flooring, a cozy fireplace, and a beautiful standalone soaking tub. With NO HOA, this property is superb for boat owners, campers, trailers, or anyone wanting freedom and flexibility without extra fees or restrictions. Located in a highly sought school district with flexible spaces wonderful for entertaining and everyday living. Everything is brand new, offering peace of mind and low maintenance living.

Listing courtesy of Linda Jones · BHHS RW Towne Realty · REIN MLS #10642362

VaHome team overview

Our read on this home

At a glance

789 Caddie Street is a brand-new 2026-built, five-bedroom, three-bath home on a generous quarter-acre-plus lot in Chesapeake's HILLCREST neighborhood. With 2,600 square feet of fresh construction and quick access to two military installations, this address checks a lot of boxes.

Read the full overview ↓

Why this home stands out

New construction in 2026 means everything — the roof, the mechanicals, the finishes — is starting from zero. You get five true bedrooms across 2,600 square feet, which is rare at this size class in the area. The 0.27-acre lot gives you real outdoor breathing room, and the three full baths mean morning routines don't turn into a household negotiation. There's nothing to fix, update, or apologize for.

HILLCREST and the Chesapeake real estate market

HILLCREST sits in the Great Bridge corridor of Chesapeake, one of the more sought-after pockets in a city that keeps drawing buyers for good reason. The streets here are quiet and residential without feeling remote — you're close to retail, dining, and major commute routes while still coming home to a neighborhood that actually feels like one. Chesapeake consistently ranks among Virginia's largest cities by area, and HILLCREST benefits from that scale: lower density, larger lots, and a suburban pace that doesn't sacrifice convenience. If you've been browsing chesapeake homes for sale and wondering which neighborhoods offer new construction without a cookie-cutter feel, HILLCREST deserves a close look. The city of Chesapeake itself is well-managed, with strong infrastructure and a reputation for stable, long-term livability that keeps drawing families and professionals alike.

What's nearby

Daily life is easy from Caddie Street. Grocery runs, pharmacy stops, and coffee are all within a short drive along the Battlefield Boulevard corridor. Chesapeake City Park offers trails, athletic fields, and open green space for weekends that don't require a long drive. The Great Bridge area brings a handful of solid local restaurants and casual dining options close to home. Interstate 64 and the Virginia Beach Expressway are both accessible without a painful surface-road slog, making regional trips manageable. For waterfront time, the Elizabeth River and several nearby boat ramps are within reach.

For different buyers

For military families relocating

USCG Finance Center Chesapeake is roughly 14 minutes away, and Norfolk Naval Shipyard clocks in at about 24 — both well within a practical daily commute window. Five bedrooms gives you space for a home office or a dedicated guest room when family visits during PCS season. A VA loan pairs naturally with new construction, and the 0.27-acre lot means there's room to actually settle in rather than just pass through.

For families upgrading

Five bedrooms and three full baths in a 2026-built home means you're not inheriting anyone else's renovation decisions. There's space for kids to spread out, a dedicated guest room, and a yard large enough for a playset or a garden — or both. HILLCREST's residential streets and Chesapeake's overall family-friendly reputation make this the kind of address you grow into rather than out of quickly.

More buyer questions

How far is 789 Caddie Street from USCG Finance Center Chesapeake?

The drive runs approximately 14 minutes under normal conditions, making it one of the more convenient addresses in the area for Coast Guard personnel assigned to that installation.

How far is 789 Caddie Street from Norfolk Naval Shipyard?

Norfolk Naval Shipyard is roughly 24 minutes away, a workable daily commute that keeps you in Chesapeake rather than paying city-of-Norfolk prices.

What year was 789 Caddie Street built?

The home was built in 2026, making it brand-new construction with all the warranty coverage, modern systems, and untouched finishes that come with a first-owner property.

Is 789 Caddie Street in a flood zone?

Flood zone information for this address is displayed in the dedicated FloodRisk tile on this page, which pulls current FEMA map data for the most accurate picture.

Does 789 Caddie Street have an HOA?

HOA status for HILLCREST can vary by section and plat; the property detail panel on this page reflects the current HOA designation for this specific address.

Tom and Dariya Milan at LPT Realty know HILLCREST and the broader Chesapeake market well — reach out to get your questions answered and schedule a walkthrough.

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

2026

Price / sqft

$227

HOA

None

Taxes

$6,352/yr

County

Chesapeake VA

Waterfront

Yes

MLS #

10642362

Interior

Bedrooms
5
Full baths
3
Approx. sqft
2,600
Stories
2
Flooring
Carpet, Ceramic, Laminate/LVP
Ensuite bedrooms
2
First-floor bed & full bath
Yes
Total rooms
9
Other rooms
1st Floor BR, 1st Floor Primary BR, Attic, Breakfast Area, Fin. Rm Over Gar, In-Law Suite, PBR with Bath, Porch, Utility Closet
Appliances
Dishwasher, Dryer Hookup, Energy Star Appliance(s), Microwave, Elec Range, Refrigerator, Washer Hookup
Equipment
Cable Hookup, Ceiling Fan, Gar Door Opener

Construction & exterior

Style
Transitional
Subtype
Detached
Foundation
Slab
Roof
Asphalt Shingle
Exterior
Vinyl
Pool
No Pool
Waterfront
Not Waterfront

Utilities & systems

Heating
Forced Hot Air, Zoned
Cooling
Central Air, Zoned
Water heater
Electric
Water
Well
Sewer
Septic

Lot, parking & ownership

Subdivision
HILLCREST
Zoning
RES
Ownership
Fee Simple
Garage
Yes
Parking
Garage Att 2 Car, Multi Car, Driveway Spc, Street
Possession
CLOSING
Disclosures
Occupancy Permit, Owner Agent

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

Hillcrest Farms

Hillcrest Farms is a residential community of detached single-family homes in south-central Virginia Beach, with access via Dam Neck Road.

2

For sale now

$165K

HH income

99.2%

Owner-occupied

U.S. Census ACS 2024 5-year

Explore Hillcrest Farms
Map of Hillcrest Farms with neighborhood boundaryNeighborhood

Chesapeake real estate

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

$3,757/mo

Principal & interest

$3,056

Property tax

$529

Home insurance

$172

PMI

None

HOA

None

Estimate only. 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

$555,000$660,000

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.

517 Middleton WAY · 1.1 mi · 2,456 sqft$615,000 sold 2026-05
523 Middleton WAY · 1.1 mi · 2,456 sqft$615,000 sold 2026-01
511 Cavendish WAY · 1.3 mi · 2,632 sqft$555,000 sold 2026-07

Sale & Tax History

List Price

$589,000

Price / Sq Ft

$227

Annual Taxes

$6,352

Monthly Tax

$529

HOA

None

Tax Rate (effective)

1.08%

Sale Timeline (this listing)

EventDatePriceDetail
ListedJul 1, 2026$589,000
Price reducedJul 15, 2026$589,000−$10,000
Currently listed$589,000

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

14 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 789 Caddie St in a good school zone?+
The assigned zones on the listing record are Southeastern Elementary (GreatSchools 6/10), Hickory Middle (GreatSchools 9/10), Grassfield (GreatSchools 8/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 789 Caddie St 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 789 Caddie St have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 789 Caddie St 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

LPT Realty · Hampton Roads · answer their own phone

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

Listing courtesy of Linda Jones · BHHS RW Towne Realty · REIN MLS #10642362

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.

789 Caddie St, Chesapeake — photo

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

Call or text (757) 777-7577

789 Caddie St, Chesapeake, Virginia 23322 · MLS #10642362 · 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.