95 days on market
$639,000
785 Caddie St
Chesapeake, Virginia 23322
MLS# 10616756 · HILLCREST · Chesapeake VA
Updated Apr 21, 2026 · Source: REIN MLS
Est. payment
$4,031/mo
Edit below
Price / sq ft
$246
2,600 sq ft
Days on market
95
HOA
None
Year built
2026
0 yrs old
Beds
4
Full Baths
3
Half Baths
0
Sq Ft
2,600
Garage
Yes
Schools
- ElementarySoutheastern Elementary School6/10
- MiddleHickory Middle School7/10
- 8/10
Info provided by GreatSchools
About this home
Welcome home to this 2600 sq ft open-concept new construction featuring 4 bedrooms (including one on the first floor) and 3 full baths, built by local, award-winning East Coast Development Group.Estimated completion is end of April 2026. This thoughtfully designed home offers a media/flex room over the garage, great for a home theater, office, or playroom. The front elevation features an inviting covered porch, great…
Listed by Linda Jones · BHHS RW Towne Realty
VaHome Team property overview
Meet 785 Caddie Street — a brand-new 2026-built five-bedroom, three-bath home on a generous quarter-acre lot in Chesapeake's HILLCREST neighborhood. With 2,600 square feet of thoughtfully designed space, this address delivers room to grow in one of Hampton Roads' most accessible cities.
Read full property overview ↓Show less ↑
Why this home stands out
New construction in 2026 means everything here is yours first — fresh systems, modern finishes, and a layout built for how people actually live today. Five bedrooms give you flexibility that older homes in this price range rarely offer: a dedicated home office, a proper guest suite, and still room for the whole family. The 0.274-acre lot adds genuine outdoor space that many newer builds in the area simply can't match.
HILLCREST and the Chesapeake real estate market
HILLCREST sits in the southern reaches of Chesapeake, a city that consistently draws buyers who want suburban breathing room without sacrificing access to the broader Hampton Roads metro. The streets here are quiet and residential, with the kind of established-neighborhood feel that new construction often lacks — mature trees lining the roads, neighbors who wave, and a pace that slows down the moment you turn off the main corridor. If you've been searching chesapeake homes for sale and wondering where the value still lives, this pocket of the city tends to answer that question. Chesapeake itself spans from the North Carolina border up to the Elizabeth River, and that geography means you're genuinely close to everything — Virginia Beach beaches, Norfolk's waterfront, and the Great Dismal Swamp for weekend hiking — while still coming home to a neighborhood that feels removed from all of it. The city's low crime rates and well-maintained infrastructure make HILLCREST a natural landing spot for families and professionals alike.
What's nearby
Daily life runs smoothly from Caddie Street. Grocery runs are easy with Food Lion and Harris Teeter locations within a short drive along Battlefield Boulevard. For coffee before work, Starbucks and local spots near Greenbrier are under ten minutes away. Chesapeake City Park offers trails, athletic fields, and open green space for weekends when you want to stay close to home. The Greenbrier area — one of Hampton Roads' most complete retail corridors — puts dining, pharmacy, and big-box shopping all within a quick drive. Interstate 64 access keeps Norfolk, Virginia Beach, and the rest of the region well within reach.
For different buyers
For military families relocating
USCG Finance Center Chesapeake is just 14 minutes from the front door, and Norfolk Naval Shipyard is roughly 24 minutes out — both well within a practical daily commute. A VA loan can make financing a new-construction home like this more straightforward than many buyers expect, and the five-bedroom layout gives you room for family, guests, or a dedicated workspace when schedules get demanding.
For families upgrading
If your current home has you bumping into walls, 785 Caddie Street offers a genuine reset. Five bedrooms across 2,600 square feet means every family member gets their own space — and you finally get yours. The 2026 build year means no deferred maintenance surprises, and the quarter-acre lot gives kids room to actually play outside. Chesapeake VA homes for sale at this size and quality in a quiet neighborhood like HILLCREST don't come along every season.
Frequently asked questions
How far is 785 Caddie Street from USCG Finance Center Chesapeake?
The drive is approximately 14 minutes under normal traffic conditions, making it one of the more convenient addresses in the area for personnel stationed there.
How far is 785 Caddie Street from Norfolk Naval Shipyard?
Norfolk Naval Shipyard is about 24 minutes away, a manageable commute that keeps this address in range for shipyard personnel and contractors.
What year was 785 Caddie Street built?
The home was built in 2026, making it brand-new construction with all the benefits of modern systems, materials, and warranties that come with a first-owner property.
Is 785 Caddie Street in a flood zone?
Flood zone information for this address is displayed in the FloodRisk tile on this page, which pulls current FEMA map data for the most accurate and up-to-date designation.
Does 785 Caddie Street have an HOA?
HOA status for HILLCREST and this specific address should be confirmed during the transaction process, as community governance can vary by platted section within the neighborhood.
Ready to walk through 785 Caddie Street? Tom and Dariya Milan at LPT Realty know HILLCREST and Chesapeake well — reach out and let's set up a visit.
Summary generated by AI from public records and publicly available information.
Location & Neighborhood
Location & Street View
785 CADDIE ST, Chesapeake
Map and Street View imagery © Google. Imagery may not be current.
Map data ©Google. Click and drag inside the map to explore the surrounding area.
Flood Risk
Property Details
Bedrooms
4
Full Baths
3
Half Baths
0
Approx Sq Ft
2,600
Stories
2
Fireplaces
0
Flooring
Carpet, Ceramic, Laminate/LVP
Heating
Electric,Forced Hot Air,Zoned
Cooling
Central Air,Zoned
Laundry
Interior Features
Fireplace Electric, Primary Sink-Double, Scuttle Access, Walk-In Closet
Appliances
Dishwasher, Dryer Hookup, Energy Star Appliance(s), Microwave, Elec Range, Washer Hookup
Sale & Tax History
List Price
$639,000
Price / Sq Ft
$246
Annual Taxes
$6,352
Monthly Tax
$529
HOA
None
Tax Rate (effective)
0.99%
Sale Timeline (this listing)
| Event | Date | Price | Detail |
|---|---|---|---|
| Listed | Feb 3, 2026 | $639,000 | — |
| Currently listed | — | $639,000 | — |
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:
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.
About buying in Chesapeake
Chesapeake is Virginia's second-largest city by area and offers a mix of suburban subdivisions, rural acreage, and waterfront properties along the Intracoastal Waterway. Western Branch, Greenbrier, and Great Bridge are among the most sought-after neighborhoods, with top-rated public schools and easy access to I-64 and the Chesapeake Expressway. The city is known for lower property taxes and larger lot sizes compared to neighboring Virginia Beach and Norfolk, which makes it especially attractive to families looking for more space.
Military Commute
Drive times to nearest basesDrive 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.
Estimate your monthly payment
$4,031/moPrincipal & interest
$3,316
Property tax
$529
Home insurance
$186
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.
Listed by BHHS RW Towne Realty · MLS# 10616756
Data provided by REIN MLS. Information deemed reliable but not guaranteed.
$639,000
785 CADDIE ST, CHESAPEAKE VA 23322
Chesapeake, Virginia 23322
Request InfoQuick Facts
Schedule a tour
In-person or videoClick a day to pick a time