Grey Fox Hollow
Homes for Sale in Winter Haven, FL

This is a stable, owner-occupied enclave - better than 95% of homes carry a homestead exemption - of mostly large houses that turn over rarely. Expect to track it over time rather than pick from a shelf of inventory.

Stellar MLS sales records identify 22 homes in GREY FOX HOLLOW that have changed hands since 2004, built between 1994 and 2007 (median 1999), with a median living area of about 2,549 sq ft and a typical 4-bedroom, 2-bath layout; 100% are single-family homes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.

Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.

Grey Fox Hollow is a small community — 38 recorded sales on file, most recently in 2025 — too few for its own price trend. Here is the market around it.

In ZIP 33880, 201 homes are on the market and 28% are under contract — a steady corner of Winter Haven.

Across Polk County, 5,189 homes are active and 1,757 pending (25% under contract).

Homes here are single family residence.

In ZIP 33880 (Winter Haven), 178 homes closed in the last 12 months at a median of $288K ($164/sq ft), down 2.1% year over year, with a median 85 days on market. Right now 1 active listings. See the live ZIP 33880 housing market and the Polk County market.

ZIP and county figures describe the wider market, not Grey Fox Hollow specifically. Momentum Research analysis of MLS records.

• Polk County Public Schools (verify by address) · Public
• Confirm zoned elementary, middle, and high · By address
• Magnet and choice options may apply · Choice

Zoned schools reflect the assignments reported on recent Grey Fox Hollow listings and can change; always confirm with Polk County Public Schools for a specific address.

Buying with schools in mind? We can confirm the exact zoned schools for any Grey Fox Hollow address.

With 42 homes and a build window from 1994 to 2020, Grey Fox Hollow is essentially complete and layered - older core homes alongside later infill. The median year built lands around 1998, so most of the stock has age on it, and that age is where the spread in pricing lives. There's no range to quote beyond the median, because value here is condition-driven: two homes of similar size can price well apart depending on how they've been maintained and updated.

The square footage tells its own story. A median near 3,376 square feet points to substantial floor plans rather than starter boxes. No community amenities turned up in current MLS listings, so you're buying the home and the lot, not a shared clubhouse or gate. Judge each property on its own footing - the roof, systems, kitchen, and baths will matter more to your number than the address alone.

A community that posts zero active listings and only a couple of recent closings rewards people who are already watching it. We track Grey Fox Hollow between sales, know which homes have been updated and which haven't, and can tell you honestly whether a given house is priced to its condition. In a market this thin, that context is the difference between overpaying and walking in with a clear read.