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The Retreat at Greenbrier

Chesapeake, Virginia · City of Chesapeake

Legally age-restricted 55+resale

The Retreat at Greenbrier is a small, 44-home age-restricted 55+ condominium community in Chesapeake's Greenbrier area, mixing single-family homes, townhomes, duplexes, and quad-style units under a single condominium association. Original sales are complete — sources describe the community as having sold out — so all current activity is resale, and the community centers on a clubhouse with three ponds, a pool, and garden plots.

Last researched 2026-09-16

Price positioning
Not publicly confirmed — pull current comparable resale listings for the exact figure
HOA
Not publicly confirmed — request the current condo fee directly from the association; fee reportedly includes exterior building insurance and maintenance, and lawn care
Community size
44 homes (single-family, townhomes, duplexes, and quad-style units)
Home types
detached, attached
Builder
Not independently confirmed — verify with a local agent or the condominium association
Age policy
Age-restricted 55+ (condominium association)

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Overview

Independent Assessment

The Retreat at Greenbrier's core identity — a small, condominium-structured 55+ community that has sold out — is corroborated by both the association's own referenced web presence and independent secondary sources, with no material conflicts found between them. The main open item for buyers is cost: a current condo fee amount could not be independently confirmed, even though multiple sources agree on what the fee generally covers (exterior maintenance, insurance, lawn care).

Who May Find This Community Appealing

Buyers who want a small, established, fully resale 55+ community with genuinely varied housing styles (single-family, townhome, duplex, and quad) under one condominium structure — rather than a single repeated floor plan — and who value pond-side scenery and community garden plots, are the best fit here.

Homes & Prices

Homes, Builders & Development History

The Retreat at Greenbrier is a 44-home community organized as a single condominium association covering a mix of single-family homes, townhomes, duplexes, and quad-style units. The builder and exact construction years were not independently confirmed; a local agent or the condominium association can confirm this history.

Current Pricing & Market Positioning

A current price range for The Retreat at Greenbrier could not be independently confirmed. Because the community mixes several housing styles under one association, pricing likely varies by unit type — buyers should pull current comparable resale listings for the specific style (single-family, townhome, duplex, or quad) under consideration.

New Construction vs. Resale Considerations

The Retreat at Greenbrier has sold out its original inventory, so all current activity is resale. Buyers should request the condominium association's governing documents, current fee schedule, and any reserve study before making an offer, since exterior maintenance and insurance are handled through the association rather than individually.

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Fees

HOA Fees, Capital Contributions & Recurring Costs

The condominium association's monthly fee reportedly covers exterior building insurance and maintenance, lawn care, and access to the clubhouse and pool — but the current dollar amount could not be independently confirmed. Buyers should request the current fee schedule and the association's reserve study directly before making an offer.

Taxes, Insurance & Special Assessments

Homes here are subject to City of Chesapeake real estate tax, since Chesapeake is an independent city with no county government above it. Buyers should confirm the current Chesapeake tax rate and assessed value for a specific home directly with the city.

Amenities

Clubhouse with billiards room, card tables, exercise room, and kitchenOutdoor poolThree ponds with scenic viewsCommunity garden plotsStocked fishing lakesLighted walking trails

Community Layout & Lifestyle

The Retreat at Greenbrier centers on its clubhouse and three ponds, giving the community a scenic, low-density feel despite its central Greenbrier-area location. The mix of housing styles under one association is somewhat unusual compared with single-product 55+ communities, and the community garden plots and stocked fishing lakes point to a hands-on, outdoors-oriented resident base.

Location

Shopping, Healthcare & Airport Access

The Retreat at Greenbrier sits in the Greenbrier section of Chesapeake, within the independent city (which has no surrounding county government). Greenbrier is one of Chesapeake's more established commercial and residential hubs, with Greenbrier Mall, numerous medical offices, and Interstate 64/64 Business access nearby.

Restrictions

Age Qualification & Material Ownership Restrictions

The Retreat at Greenbrier is consistently described as a 55-and-older community. Recorded HOPA certification documentation remains unconfirmed; buyers should confirm current certification and occupancy-compliance procedures directly with the condominium association before purchasing.

Pros & Tradeoffs

Tradeoffs & Limitations

Because original sales are complete, there is no new-construction option or builder warranty at The Retreat at Greenbrier — buyers are entirely dependent on whatever resale inventory is currently listed, and at only 44 homes, that inventory can be limited at any given time. A current condo fee figure also could not be confirmed; buyers should treat confirming it as a required step before making an offer rather than an optional check.

Comparison With Nearby Communities

Within Chesapeake, The Retreat at Greenbrier is a smaller, sold-out, mixed-housing-type option compared with larger, still-active new-construction communities like Retreat at Edinburgh Farms and The Retreat at Western Branch, and it sits in a more central, established part of the city than either.

Listings

Current Listings

A connected local agent can provide current available homes and the association's current fee schedule within The Retreat at Greenbrier.

FAQs

Questions Buyers Should Verify

  • Current condominium association fee and what it covers
  • Current resale pricing for comparable homes by housing style
  • Current recorded HOPA certification and occupancy-compliance status
  • Current City of Chesapeake real estate tax rate and assessed value for a specific home
  • Whether any pending special assessments apply to the condominium association
Is The Retreat at Greenbrier still selling new homes?
No. Sources describe original sales as complete — the community has sold out — so all current activity is resale.
What housing types are in The Retreat at Greenbrier?
A mix of single-family homes, townhomes, duplexes, and quad-style units, all under one condominium association.
How many homes are in the community?
44 homes total.
What does the HOA/condo fee cover?
Reportedly exterior building insurance and maintenance, lawn care, and clubhouse/pool access — confirm the current dollar amount directly with the association.

Sources

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