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ChesapeakePLEASANT GROVE557 Waters Rd✓ Source: REIN MLS #10601728 · record updated Aug 11, 2026 · synced every 2 min · your inquiry is never resold
557 Waters RD, CHESAPEAKE VA 23322 - Main photo
557 Waters RD, CHESAPEAKE VA 23322 - Photo 2
557 Waters RD, CHESAPEAKE VA 23322 - Photo 3
557 Waters RD, CHESAPEAKE VA 23322 - Photo 4
557 Waters RD, CHESAPEAKE VA 23322 - Photo 5
4beds
2baths
2,079sqft
333days on market

557 Waters Rd, Chesapeake, VA 23322

Under ContractResidential · built 1991 · PLEASANT GROVE

Facts & features

Type

Residential

Year built

1991

Price / sqft

$222

HOA

None

Taxes

$3,200/yr

County

Chesapeake VA

MLS #

10601728

Interior

Bedrooms
4
Full baths
2
Approx. sqft
2,079
Stories
1
Flooring
Carpet, Vinyl, Wood
Ensuite bedrooms
1
First-floor bed & full bath
Yes
Total rooms
8
Other rooms
Attic, Pantry, Porch, Utility Closet
Appliances
Dryer Hookup, Gas Range, Washer Hookup

Construction & exterior

Style
Traditional
Subtype
Detached
Foundation
Crawl
Roof
Asphalt Shingle
Exterior
Brick
Pool
No Pool

Utilities & systems

Heating
Nat Gas
Cooling
Central Air
Water heater
Gas
Water
City/County
Sewer
City/County

Lot, parking & ownership

Subdivision
PLEASANT GROVE
Ownership
Fee Simple
Garage
No
Parking
Carport
Possession
SETTLE
Disclosures
Disclosure Statement

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

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 airy living room featuring large windows and new flooring that enhances the welcoming atmosphere. Bedrooms have fresh paint, new windows and new fixtures. Located in the heart of Great Bridge this home is near school, parks, and shopping

Listing courtesy of Tyleshia Stanley · 1st Class Real Estate Norfolk · REIN MLS #10601728

Tom & Dariya's overview

Our read on this home

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

At a glance

557 Waters Road is a four-bedroom, two-bath home in Chesapeake's Pleasant Grove neighborhood, offering 2,079 square feet built in 1991. Everyday conveniences are within a mile, a park is four-tenths of a mile away, and two military installations are each under twenty minutes.

Read the full overview ↓

Why this home stands out

What sets 557 Waters Road apart is the combination of space and genuine neighborhood walkability that is rare among Chesapeake homes for sale in this zip code. At 2,079 square feet, the home gives four bedrooms real breathing room, while Cheshire Forest Park sits just a short walk away and a full roster of restaurants, a grocery store, and a gym are all under a mile. The 1991 build means solid construction without the maintenance surprises of older stock.

PLEASANT GROVE and the Chesapeake real estate market

Pleasant Grove is one of those established Chesapeake neighborhoods where the streets feel lived-in and the lots have matured — trees have had decades to grow, and neighbors tend to stick around. The community sits in the southern part of Chesapeake, a city that consistently ranks among the safest and most livable in Virginia. Chesapeake's appeal is easy to understand: you get suburban breathing room, low traffic compared to the Beach or Norfolk, and a city government that has invested heavily in parks and green space. Pleasant Grove itself carries that same character — quiet enough for early-morning walks, close enough to everything that you never feel isolated. Families comparing homes for sale in Chesapeake often land here once they see how much the neighborhood delivers per square foot of lifestyle. The 23322 zip code covers some of the city's most sought-after southern corridors, and Waters Road sits comfortably within it.

What's nearby

Daily life is easy from 557 Waters Road. Cheshire Forest Park is just 0.4 miles away — a genuine neighborhood park for morning walks, weekend afternoons, or letting kids run. Grocery runs are painless with a Walmart Neighborhood Market only 0.7 miles out. When you want to eat out, Local's is a half-mile stroll, and Yu-Mi Sushi, Yianni's Neighborhood Pizzeria and Family Restaurant, and a Starbucks Coffee Company are all within 0.9 miles. Orangetheory Fitness is at that same distance if you prefer a structured workout. You really can handle most of a typical week without getting on a highway.

For different buyers

For military families relocating

USCG Finance Center Chesapeake is nine minutes away, and Norfolk Naval Shipyard is a seventeen-minute drive — both well within a practical commute window. A VA loan can make 557 Waters Road even more accessible, and the four-bedroom layout gives you the space military families often need for a home office, a guest room, or a growing household. Pleasant Grove's stability makes it a smart long-term anchor.

For families upgrading

Four bedrooms and 2,079 square feet give an upgrading family real room to spread out, and Cheshire Forest Park a few blocks away means weekends don't require a drive. Families researching homes for sale zoned for Grassfield High School and homes for sale zoned for Cedar Road Elementary School will find 557 Waters Road worth a close look — the Pleasant Grove location puts both schools within the zone.

More buyer questions

How far is 557 Waters Road from USCG Finance Center Chesapeake?

The USCG Finance Center Chesapeake is approximately nine minutes by car from 557 Waters Road, making it one of the most convenient commutes available for Coast Guard personnel stationed there.

How far is 557 Waters Road from Norfolk Naval Shipyard?

Norfolk Naval Shipyard is roughly seventeen minutes from the property, a manageable daily drive for shipyard workers and military personnel based there.

What grocery stores and restaurants are close to 557 Waters Road?

A Walmart Neighborhood Market is 0.7 miles away for everyday grocery needs, and within a mile you'll also find Local's, Yu-Mi Sushi, Yianni's Neighborhood Pizzeria and Family Restaurant, and a Starbucks Coffee Company.

Is 557 Waters Road in a flood zone?

Flood zone designation for this property is detailed in the FloodRisk tile on this page, which pulls current FEMA map data for the specific parcel.

What is the Pleasant Grove neighborhood like in Chesapeake?

Pleasant Grove is a well-established residential neighborhood in southern Chesapeake with mature trees, stable long-term ownership patterns, and easy access to parks, dining, and everyday services — all within the homes for sale in 23322 corridor that buyers frequently target for its livability and convenience.

Tom and Dariya Milan at LPT Realty know Pleasant Grove and the broader Chesapeake market well. Reach out to get a current read on 557 Waters Road and what it means for your move.

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

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

Chesapeake$390K – $530K4+ 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 C

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

Explore this neighborhood

Pleasant Grove

Pleasant Grove is one of southeastern Chesapeake's fastest-growing areas, set along the Mount Pleasant Road and Battlefield Boulevard corridor south of the Great Bridge area.

$550K

Median sale · 12 mo

$253

Sold $/sq ft

28d

Days on market

18

For sale now

$138K

HH income

84.7%

Owner-occupied

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

Explore Pleasant Grove
Map of Pleasant Grove 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

$2,790/mo

Principal & interest

$2,389

Property tax

$267

Home insurance

$134

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

Asking vs. assessment

114% of $402,900

City assessment record · taxes $3,200/yr

Land share of assessed value

43% — $175,000

Improvements $227,900 · assessor record ✓

Price context — similar nearby homes

$500,000$605,000

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.

1011 Washington DR · 1.1 mi · 2,053 sqft$525,000 sold 2026-06
956 N Haven CIR · 0.9 mi · 2,308 sqft$605,000 sold 2026-05
529 Royal Grant DR · 1.4 mi · 2,064 sqft$550,000 sold 2026-09

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

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)

EventDatePriceDetail
ListedSep 12, 2025$460,500
Currently listed$460,500

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels.

14% above assessment

Total Assessed

$402,900

Land

$175,000

Improvement

$227,900

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 557 Waters Rd in a good school zone?+
The assigned zones on the listing record are Cedar Road Elementary (VaHome School Score 8.2/10), Great Bridge Middle (VaHome School Score 9/10), Grassfield (VaHome School Score 8.8/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 557 Waters Rd 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 557 Waters Rd?+
Yes — Orangetheory Fitness is about 0.7 miles away, per the cached nearby-places record for this address.
Are there parks near 557 Waters Rd?+
Cheshire Forest Park is about 0.6 miles away.
Where is the nearest grocery store to 557 Waters Rd?+
Walmart Neighborhood Market is about 0.7 miles away. The closest dining on record is Local's (0.3 mi).
Does 557 Waters Rd have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 557 Waters Rd built?+
It was built in 1991, 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 Tyleshia Stanley · 1st Class Real Estate Norfolk · REIN MLS #10601728

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

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557 Waters Rd, Chesapeake — photo

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

Call or text (757) 777-7577

557 Waters Rd, Chesapeake, Virginia 23322 · MLS #10601728 · 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.