0 days on market
$420,000
1514 Waylen Loop
Chesapeake, Virginia 23320
MLS# 10637455 · THE RETREAT AT GREENBRIER · Chesapeake VA
Updated 19 hours ago · Source: REIN MLS
Est. payment
$2,605/mo
Edit below
Price / sq ft
$291
1,442 sq ft
Days on market
0
New listing
HOA
None
Year built
2007
19 yrs old
Beds
4
Full Baths
2
Half Baths
0
Sq Ft
1,442
Garage
Yes
Schools
- ElementaryGreenbrier Primary School—
- MiddleGreenbrier Middle School6/10
- 3/10
Info provided by GreatSchools
About this home
Honey Stop The Car. This is what we have wanted! All one level living. 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.
Listed by Mary Jo Harrell · The Real Estate Group
VaHome Team property overview
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.
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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.
Frequently asked 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.
Location & Neighborhood
Places within ~1 mile, ordered by distance from this property. Powered by Google Places.
Flood Risk
Property Details
Bedrooms
4
Full Baths
2
Half Baths
0
Approx Sq Ft
1,442
Stories
1
Fireplaces
0
Flooring
Carpet
Heating
Cooling
Laundry
Interior Features
N/A
Appliances
Dishwasher, Dryer Hookup, Microwave, Elec Range, Washer Hookup
Sale & Tax History
List Price
$420,000
Price / Sq Ft
$291
Annual Taxes
$3,641
Monthly Tax
$303
HOA
None
Tax Rate (effective)
0.87%
Sale Timeline (this listing)
| Event | Date | Price | Detail |
|---|---|---|---|
| Listed | Jun 2, 2026 | $420,000 | — |
| Currently listed | — | $420,000 | — |
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
Homes for sale in Chesapeake, VA appeal to buyers who want suburban space, top-rated schools, and easy access to Virginia Beach and Norfolk. The city's geography splits roughly into five corridors: Greenbrier (23320) with newer construction and shopping near the mall; Great Bridge (23320, 23322) with the historic Battlefield district and excellent schools; Hickory (23322) with large-lot family homes and Hickory High; Western Branch (23321) near the Portsmouth border with mature trees and starter homes; and Deep Creek / South Norfolk (23323, 23324) with affordable inventory and waterfront access. Buyer demand is anchored by Chesapeake Public Schools — among the highest-rated in Hampton Roads — including Hickory High, Grassfield High, Great Bridge High, and Western Branch High. Median home prices range from $300K starter homes in Deep Creek to $600K+ Great Bridge family homes and $1M+ luxury estates in Hickory's gated communities. Chesapeake's commute is excellent for buyers working in Virginia Beach, Norfolk Naval Shipyard, or Newport News Shipbuilding via the I-664 and I-64 corridors. Below you'll find every active Chesapeake MLS listing pulled hourly from the REIN feed.
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
$2,605/moPrincipal & interest
$2,179
Property tax
$303
Home insurance
$123
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 The Real Estate Group · MLS# 10637455
Data provided by REIN MLS. Information deemed reliable but not guaranteed.
$420,000
1514 Waylen LOOP, CHESAPEAKE VA 23320
Chesapeake, Virginia 23320
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