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Chesapeake › HILLCREST › 785 Caddie St✓ Source: REIN MLS #10644309 · record updated Sep 3, 2026 · synced every 2 min · your inquiry is never resold
785 Caddie ST, CHESAPEAKE VA 23322 - Main photo
785 Caddie ST, CHESAPEAKE VA 23322 - Photo 2
785 Caddie ST, CHESAPEAKE VA 23322 - Photo 3
785 Caddie ST, CHESAPEAKE VA 23322 - Photo 4
785 Caddie ST, CHESAPEAKE VA 23322 - Photo 5
5beds
3baths
2,600sqft
49days on market

785 Caddie St, Chesapeake, VA 23322

Under ContractResidential · built 2026 · HILLCREST

Facts & features

Type

Residential

Year built

2026

Price / sqft

$230

HOA

None

Taxes

$6,352/yr

County

Chesapeake VA

MLS #

10644309

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, Porch, Utility Room
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
Brick,Vinyl
Pool
No Pool
Fencing
Back Fenced

Utilities & systems

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

Lot, parking & ownership

Lot size
0.5680
Subdivision
HILLCREST
Zoning
R8S
Ownership
Fee Simple
Garage
Yes
Parking
Garage Att 2 Car, Multi Car, Off Street, Driveway Spc
Possession
SETTLE
Disclosures
Disclosure Statement, Occupancy Permit

See more Chesapeake new construction homes.

Sources: REIN MLS record · null fields are suppressed, never faked

About this home

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 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 #10644309

Tom & Dariya's overview

Our read on this home

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

At a glance

Brand-new five-bedroom, three-bath home in Chesapeake's Hillcrest neighborhood. Built in 2026 with 2,600 square feet of modern living space. Located about 12 minutes from NSA Northwest Annex. This is the kind of contemporary home that anchors homes for sale in 23322.

Keep searching in Chesapeake

See all Chesapeake homes for sale, including homes for sale in 23322, homes for sale zoned for Grassfield High School, and homes for sale zoned for Southeastern Elementary School. Browse every listing among homes for sale in Chesapeake — updated from the REIN MLS every few minutes. Nearby, look at Hillcrest Farms 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

You're stepping into a newly constructed home with all the latest finishes and zero deferred maintenance. The open floor plan spans 2,600 square feet across five bedrooms and three full bathrooms. A two-car garage, modern kitchen, and thoughtful layout make daily life straightforward. Hillcrest offers that newer-build community feel where homes are current and the neighborhood is still establishing its character.

HILLCREST and the Chesapeake real estate market

Hillcrest is a developing residential neighborhood in Chesapeake, where newer construction and established families create a stable, growing community. Tree-lined streets and consistent home styles give the area a cohesive feel. You're in Chesapeake, Virginia's largest city by area, known for its blend of suburban comfort and small-town character. Shopping, dining, and services cluster nearby on major corridors like Military Highway and George Washington Drive. The city is easy to navigate by car, and you're well-positioned for commutes across the Hampton Roads region. Anyone comparing Chesapeake homes for sale will find this zip code offers newer inventory and solid amenities. Homes for sale in Chesapeake span a wide range, but 23322 leans toward contemporary construction and family-oriented streets.

What's nearby

Grocery and pharmacy options sit about five minutes away on nearby commercial strips. Parks and recreation areas are within a short drive, offering playgrounds and green space. Restaurants and casual dining are scattered throughout the surrounding commercial zones. Military Highway, just a few minutes south, connects you to wider shopping and dining across Chesapeake. The area has the suburban convenience you'd expect without feeling cramped or overdeveloped.

For different buyers

Base commute and VA loan notes

About 12 minutes to NSA Northwest Annex and 14 minutes to USCG Finance Center Chesapeake. VA loan financing is common in this neighborhood and across Chesapeake. A brand-new home means no surprise repairs, and the modern systems are backed by builder warranties. Quick move-in readiness and straightforward logistics make the transition smooth.

Room to grow

Five bedrooms give you space for growing needs—a master suite, guest rooms, and flexible space for home office or hobby room. Three full bathrooms reduce morning conflicts. The 2,600-square-foot layout separates living zones so everyone has room to spread out. A two-car garage and modern kitchen support the way you actually live today.

More buyer questions

How far is 785 Caddie Street from NSA Northwest Annex?

About 12 minutes by car. The commute is straightforward via local roads and major corridors.

What schools are zoned for this address?

This home is zoned for homes for sale zoned for Grassfield High School and homes for sale zoned for Southeastern Elementary School. Check the Schools tile for current enrollment and program details.

Is this a new construction home?

Yes, the home was built in 2026. All systems, finishes, and appliances are brand-new with builder warranties.

What is the lot size?

The lot is 0.274 acres, a typical suburban residential parcel in Hillcrest.

Are there other military bases nearby?

Yes, USCG Finance Center Chesapeake is about 14 minutes away. The location works well for commutes to multiple regional installations.

Ready to explore this five-bedroom home in Hillcrest? Contact Tom & Dariya Milan at LPT Realty to schedule a tour.

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

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

Chesapeake$505K – $690K5+ beds

By subscribing you agree to receive listing emails from Tom & Dariya Milan, Realtors, at most one a day. Unsubscribe anytime · Privacy PolicyBrokered by LPT Realty

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 (FEMA)

Source: FEMA National Flood Hazard Layer · FIRM 510034

Low / Moderate Risk

FEMA flood zone

X (low to moderate risk)

Base flood elevation

Not applicable in low-risk zones

Zone X is outside the Special Flood Hazard Area; FEMA doesn\u2019t define a BFE here.

Property elevation

19.4 ft above sea level

USGS 3DEP digital elevation model

Outside the high-risk Special Flood Hazard Area. Federal flood insurance is NOT required, though optional preferred-rate NFIP coverage is still worth considering in coastal Hampton Roads.

Data sources: Flood zone and base flood elevation come from FEMA\u2019s National Flood Hazard Layer. Property elevation is sampled from a single point on the parcel using the USGS National Map elevation service \u2014 actual elevations across a single property can vary by several feet higher or lower than the figure shown. Use these numbers as a starting reference and do your own due diligence (a professional survey or elevation certificate) before relying on them for any financial, insurance, or construction decision.

Hurricane Evacuation Zone

Evacuation Zone D

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

Explore this neighborhood

Hillcrest Farms

Hillcrest Farms is a neighborhood of detached single-family homes in south-central Virginia Beach. Access is via Dam Neck Road. Developed in the late 1990s on what was once a horse farm, it is built on big lots.

$645K

Median sale · 12 mo

$212

Sold $/sq ft

22d

Days on market

2

For sale now

$165K

HH income

99.2%

Owner-occupied

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

Explore Hillcrest Farms →
Map of Hillcrest Farms with neighborhood boundaryNeighborhood

see more Chesapeake homes →

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

$3,812/mo

Principal & interest

$3,108

Property tax

$529

Home insurance

$175

PMI

None

HOA/Condo (paid separately)

None

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

$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.

645 Ravenwoods DR · 0.6 mi · 2,467 sqft$600,000 sold 2026-08
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

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

Sale & Tax History

List Price

$599,000

Price / Sq Ft

$230

Annual Taxes

$6,352

Monthly Tax

$529

HOA

None

Tax Rate (effective)

1.06%

Sale Timeline (this listing)

EventDatePriceDetail
ListedJul 16, 2026$599,000—
Currently listed—$599,000—

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.

Questions buyers ask

Is 785 Caddie St in a good school zone?+
The assigned zones on the listing record are Southeastern Elementary (VaHome School Score 7.2/10), Hickory Middle (VaHome School Score 9.2/10), Grassfield (VaHome School Score 8.8/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 785 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 785 Caddie St have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 785 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

Brokered by 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 #10644309

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.

785 Caddie St, Chesapeake — photo

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

Call or text (757) 777-7577

785 Caddie St, Chesapeake, Virginia 23322 · MLS #10644309 · 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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