239 days on market
$460,500
557 Waters Rd
Chesapeake, Virginia 23322
MLS# 10601728 · PLEASANT GROVE · Chesapeake VA
Updated Apr 15, 2026 · Source: REIN MLS
Est. payment
$2,790/mo
Edit below
Price / sq ft
$222
2,079 sq ft
Days on market
239
HOA
None
Year built
1991
35 yrs old
Beds
4
Full Baths
2
Half Baths
0
Sq Ft
2,079
Garage
No
About this home
Welcome to your new home! This beautifully maintained 4-bedroom, 2-bathroom house offers a perfect blend of comfort and style. This home includes Newly installed Roof and water heater for year-round comfort and efficiency. Kitchen is cozy and Fully equipped with all-new stainless steel appliances, granite counter-tops, stylish fixtures, and ample counter space, great for cooking and entertaining. Enjoy a bright and a…
Listed by Tyleshia Stanley · 1st Class Real Estate Norfolk
VaHome Team property overview
557 Waters Road is a four-bedroom, two-bath home in Chesapeake's Pleasant Grove neighborhood, offering 2,079 square feet of living space built in 1991. Groceries, parks, and restaurants are all within a mile, and two Coast Guard and Navy installations are a short commute away.
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Why this home stands out
Pleasant Grove sits in a quieter pocket of Chesapeake where the streets are wide, the lots give you room to breathe, and the pace feels genuinely residential without sacrificing convenience. At 2,079 square feet across four bedrooms, 557 Waters Road gives growing households real flexibility — enough space to carve out a home office, a guest room, or a dedicated playroom without anyone feeling crowded.
PLEASANT GROVE and the Chesapeake real estate market
Pleasant Grove is one of those neighborhoods that rewards the buyers who find it. Tucked into the southern reaches of Chesapeake county va, it delivers a suburban feel that's grounded and unpretentious — tree-lined streets, established homes, and neighbors who tend to stay a while. Chesapeake itself is Virginia's second-largest city by land area, which means you get genuine breathing room alongside all the infrastructure of a major municipality. The Great Dismal Swamp National Wildlife Refuge anchors the western edge of the city, and the broader region's waterways are never far. Within Pleasant Grove, the vibe is calm without being isolated — you're close enough to the Virginia Beach and Norfolk corridors to access everything those cities offer, while the day-to-day noise stays low. It's the kind of place where a morning walk actually feels like a morning walk.
What's nearby
Daily errands are easy from 557 Waters Road. Walmart Neighborhood Market handles grocery runs at just 0.7 miles out, and a Starbucks Coffee Company is at the same distance for your morning routine. Prefer something local? Local's Burgers and More is only 0.3 miles away — practically walkable. Yu-Mi Sushi and Yianni's Neighborhood Pizzeria and Family Restaurant both sit at 0.7 miles for weeknight dinners. Dunkin' is 0.8 miles if you need a second coffee option. Cheshire Forest Park at 0.6 miles and Cedar Crossing Park at 1.0 mile give you green space close by, and Orangetheory Fitness at 0.7 miles keeps the workout routine intact.
For different buyers
For military families relocating
USCG Finance Center Chesapeake is roughly nine minutes from the front door — one of the shortest base commutes you'll find in the region. Norfolk Naval Shipyard is about 17 minutes out, making this address workable for dual-military households or those weighing a future PCS. VA loan eligibility can stretch your purchasing power here, and BAH rates in the Chesapeake area tend to align well with this price tier.
For families upgrading
Four bedrooms and over 2,000 square feet give you the room to actually spread out — a dedicated space for guests, a home office that isn't also a dining room, or separate zones for kids at different ages. Pleasant Grove's established character means you're buying into a neighborhood that already has its identity, not waiting for one to develop around you. Parks within a mile add to the everyday quality of life.
Frequently asked questions
How far is 557 Waters Road from USCG Finance Center Chesapeake?
The drive is approximately nine minutes under normal traffic conditions, making it one of the more convenient addresses in Chesapeake for personnel assigned there.
How far is 557 Waters Road from Norfolk Naval Shipyard?
Norfolk Naval Shipyard is roughly 17 minutes away, a manageable commute for shipyard workers or contractors based in Portsmouth.
What is the Pleasant Grove neighborhood like in Chesapeake?
Pleasant Grove is a well-established residential neighborhood in southern Chesapeake with a quiet, suburban character — wider lots, mature trees, and a mix of families and long-term homeowners who give the area its stable feel.
Is 557 Waters Road in a flood zone?
Flood zone status for this address is displayed in the FloodRisk tile on this page, which pulls current FEMA map data — check that section for the most accurate and up-to-date designation.
Where can I search for more homes like this in Chesapeake city va?
You can browse the full chesapeake city va property search on vahome.com to see comparable properties in Pleasant Grove and surrounding Chesapeake neighborhoods, filtered by size, style, and proximity to bases.
Want to see 557 Waters Road in person or get your questions answered? Tom and Dariya Milan at LPT Realty know this corner of Chesapeake well — reach out and let's talk.
Summary generated by AI from public records and publicly available information.
Location & Neighborhood
Location & Street View
557 Waters RD, 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
2
Half Baths
0
Approx Sq Ft
2,079
Stories
1
Fireplaces
0
Flooring
Carpet, Vinyl, Wood
Heating
Cooling
Laundry
Interior Features
N/A
Appliances
Dryer Hookup, Gas Range, Washer Hookup
Sale & Tax History
List Price
$460,500
Price / Sq Ft
$222
Annual Taxes
$3,200
Monthly Tax
$267
HOA
None
Tax Rate (effective)
0.69%
Sale Timeline (this listing)
| Event | Date | Price | Detail |
|---|---|---|---|
| Listed | Sep 12, 2025 | $460,500 | — |
| Currently listed | — | $460,500 | — |
Public-Records Assessment
Source: Chesapeake via Hampton Roads Regional Parcels. Fetched May 11, 2026.
Total Assessed
$402,900
Land
$175,000
Improvement
$227,900
Parcel ID: 0590000001703 · View on city GIS portal
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
$2,790/moPrincipal & interest
$2,389
Property tax
$267
Home insurance
$134
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 1st Class Real Estate Norfolk · MLS# 10601728
Data provided by REIN MLS. Information deemed reliable but not guaranteed.
$460,500
557 Waters RD, CHESAPEAKE VA 23322
Chesapeake, Virginia 23322
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