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ChesapeakeTHE RETREAT AT GREENBRIER1514 Waylen Loop✓ Source: REIN MLS #10637455 · record updated Jul 2, 2026 · synced every 5 min · your inquiry is never resold
1514 Waylen LOOP, CHESAPEAKE VA 23320 - Main photo
1514 Waylen LOOP, CHESAPEAKE VA 23320 - Photo 2
1514 Waylen LOOP, CHESAPEAKE VA 23320 - Photo 3
1514 Waylen LOOP, CHESAPEAKE VA 23320 - Photo 4
1514 Waylen LOOP, CHESAPEAKE VA 23320 - Photo 5
$410,000
$284 / sqft · est. $2,965/mo →
2beds
2baths
1,442sqft
17days on market

1514 Waylen Loop, Chesapeake, VA 23320

Under ContractResidential · built 2007 · THE RETREAT AT GREENBRIER

About this home

The listing, in the seller's words

Honey Stop The Car. This is what we have wanted! 2 bedrooms, 2 full baths. True 1 level living. A must see. Oversize 2 car garage. Relax on your private porch and enjoy the scenery. Close to the Clubhouse with all the activities. Pool and ponds with fountains. 2 extra parking areas and extra parking at the pool as well. Convenient to Greenbrier shopping, restaurants, drugstores, doctors and hospital.

Listing courtesy of Mary Jo Harrell · The Real Estate Group · REIN MLS #10637455

VaHome team overview

Our read on this home

At a glance

1514 Waylen Loop is a four-bedroom, two-bath home in Chesapeake's Greenbrier corridor — built in 2007, just over 1,400 square feet, and minutes from the USCG Finance Center. Groceries, coffee, parks, and dining are all within half a mile.

Read the full overview ↓

Why this home stands out

What sets 1514 Waylen Loop apart is its rare combination of location and livability. You're three minutes from the USCG Finance Center Chesapeake and thirteen from Norfolk Naval Shipyard, yet the street itself feels removed from the commuter grind. Four bedrooms in a 2007-built home means you get modern construction standards without the price tag of new development, and the Greenbrier amenity corridor is essentially your backyard.

THE RETREAT AT GREENBRIER and the Chesapeake real estate market

Waylen Loop sits inside Chesapeake's Greenbrier area — one of the city's most established and well-connected corridors. Greenbrier has long been a go-to pocket for people who want suburban breathing room without sacrificing convenience. The streets are laid out in a way that keeps cut-through traffic minimal, and the overall feel is quiet and residential without being isolated. Chesapeake itself is Virginia's second-largest city by land area, which means you get genuine space — wider lots, lower density, and room to exhale — while still being woven into the Hampton Roads metro. City services are strong, the road network fans out efficiently toward every major base and employment hub in the region, and the city continues to invest in parks and public infrastructure. If you've been browsing chesapeake homes for sale 23321 and wondering whether Greenbrier lives up to its reputation, the answer from residents is consistently yes. The neighborhood has aged well, the housing stock from the mid-2000s holds up, and the surrounding retail and dining scene has only grown.

What's nearby

Daily errands are genuinely easy from Waylen Loop. Harris Teeter and DG Market are both about four-tenths of a mile away, so grocery runs don't require planning. When you want to eat out, America's Greatest Wings & Gyro, Great Wall Chinese Restaurant, and Wendy's are all within the same short radius. Coffee options are equally solid — Starbucks is a quick half-mile, and Sun Flour Cafe and Ginger Sweets Pastry Cafe give you local alternatives nearby. For fitness, Changing Lives Martial Arts Greenbrier, Dawn Pilates Studio, and Greenbrier Country Club are all within half a mile. Field 4, Mill Lake Park, and City View Park round out the outdoor options, all under a mile away.

For different buyers

For military families relocating

Three minutes to the USCG Finance Center Chesapeake makes 1514 Waylen Loop one of the shortest commutes you'll find in the area. Norfolk Naval Shipyard is thirteen minutes out, so if your household splits assignments, you're well-positioned either way. A VA loan can make this four-bedroom home even more accessible — and Chesapeake's steady market means you're building equity from day one.

For first-time buyers

Four bedrooms and two baths in a 2007-built home is a strong starting point for a first purchase. The layout gives you room to grow, and the Greenbrier location means you're not trading convenience for affordability. Groceries, coffee, and parks are all within half a mile, so daily life is genuinely easy here — no car required for most errands.

More buyer questions

How far is 1514 Waylen Loop from the USCG Finance Center Chesapeake?

The USCG Finance Center Chesapeake is approximately three minutes from 1514 Waylen Loop by car — one of the closest residential options to that installation in the area.

How far is 1514 Waylen Loop from Norfolk Naval Shipyard?

Norfolk Naval Shipyard is about thirteen minutes away, making Waylen Loop a practical choice for shipyard personnel who want to live in Chesapeake.

What grocery stores are near 1514 Waylen Loop?

Harris Teeter and DG Market are both within four-tenths of a mile, and Royal Farn Convenience Store is about a mile out — so stocking up is never a long trip.

Is 1514 Waylen Loop in a flood zone?

Flood zone information for this address is displayed in the FloodRisk tile on this page — check that section for the current FEMA designation and risk level.

What parks are near 1514 Waylen Loop?

Field 4, Mill Lake Park, and City View Park are all within seven-tenths of a mile, giving you multiple outdoor options just a short walk or drive away.

Tom and Dariya Milan at LPT Realty know this Chesapeake corridor well. Reach out to get the full picture on 1514 Waylen Loop and what it takes to make it yours.

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

2007

Price / sqft

$284

Condo fee

$415/mo

Taxes

$3,641/yr

County

Chesapeake VA

Waterfront

Yes

MLS #

10637455

Condo association includes

ClubhouseExercise RmGround MaintPoolTrash Pickup

$415/mo condo fee · The Retreat at Greenbrier · per the REIN MLS listing record — confirm inclusions with the association.

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

Flood & environment

The flood answer first — quantified, not buried

FEMA flood zone X · outside the high-risk area · FIRM 510034

Flood Risk

Looking up FEMA flood zone…

Hurricane Evacuation Zone

Not in a designated hurricane evacuation zone.

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

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

$2,965/mo

Principal & interest

$2,127

Property tax

$303

Home insurance

$120

PMI

None

HOA

$415

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

$277,500$365,000

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.

1009 Vanderploeg DR · 1.6 mi · 1,350 sqft$335,000 sold 2026-06
325 Oak Lake RN · 1.9 mi · 1,446 sqft$365,000 sold 2026-05
320 Oak Hill WAY · 2 mi · 1,446 sqft$325,000 sold 2026-04

Sale & Tax History

List Price

$410,000

Price / Sq Ft

$284

Annual Taxes

$3,641

Monthly Tax

$303

Condo fee

$415 / mo

Tax Rate (effective)

0.89%

Sale Timeline (this listing)

EventDatePriceDetail
ListedJun 15, 2026$410,000
Price reducedJun 15, 2026$410,000−$10,000
Currently listed$410,000

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

Real questions, answered from the record

Is 1514 Waylen Loop in a good school zone?+
The assigned zones on the listing record are Greenbrier Primary, Greenbrier Middle (GreatSchools 6/10), Indian River (GreatSchools 3/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 1514 Waylen Loop 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 1514 Waylen Loop?+
Yes — Changing Lives Martial Arts Greenbrier is about 0.4 miles away, per the cached nearby-places record for this address.
Are there parks near 1514 Waylen Loop?+
Field 4 is about 0.6 miles away.
Where is the nearest grocery store to 1514 Waylen Loop?+
DG Market is about 0.4 miles away. The closest dining on record is America's Greatest Wings & Gyro (0.4 mi).
Does 1514 Waylen Loop have a condo association?+
Yes — condo association fees are on record for this unit (the current amount is shown in the facts section on this page). The association of record is The Retreat at Greenbrier. Association amenities on record include: Clubhouse, Exercise Rm, Ground Maint, Pool, Trash Pickup.
When was 1514 Waylen Loop built?+
It was built in 2007, 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 Mary Jo Harrell · The Real Estate Group · REIN MLS #10637455

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.

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

Call or text (757) 777-7577

1514 Waylen Loop, Chesapeake, Virginia 23320 · MLS #10637455 · 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.