2020 to 2025Years built
2,156 to 4,008 sq ftHome size
Varies by floor planBedrooms
Ovation & Near the ParksArea
Why people move here

K. Hovnanian homes and townhomes with a splash pad and two dog parks.

Winding Bay is a K. Hovnanian community off Avalon Road, north of Western Way, with about 328 homes plus 88 in Winding Bay Preserve. Built from 2020 to 2025, homes run about 2,150 to 4,000 square feet, with townhome options too.
The amenities are built for getting outside: a pool with a splash pad and cabana, an open play field and lawn, small and large dog parks, a playground, a picnic area and three ponds. The parks and the 429 are close, which makes it an easy pick for relocators.
Relocators and upsizers who want a newer home with outdoor amenities.

Winding Bay at a glance

Location: Avalon Road at Mayberry Drive North of Western Way

Builder: Custom and individual builders

Built: 2020 to 2025

Homes: 328

Home types: Single-family homes and Townhomes

Size: About 2,156 to 4,008 sq ft

Bedrooms: Varies by floor plan

Area: Ovation & Near the Parks

Life here

What Winding Bay has

🏊Community Pool
🏊Splash Pad
🏖Cabana
⚽Play Field & Lawn
✨Picnic Area
🐕Small & Large Dog Park
🛠Playground
🌊3 Ponds
Proximity

What is close to Winding Bay

  • Winter Garden Village at Fowler Groves Shopping Center with Super Target ~11.5 mi
  • Walt Disney World Resort ~3.5 mi
  • Flamingo Crossings Town Center ~3 mi
  • Rolling Oaks Commons ~5.5 mi

Approximate distances from the community entrance. Walt Disney World is roughly 5 to 10 minutes away off-peak. SR 50, the 429 interchanges and Avalon Road back up at rush hour, so send me your work address and I will map your real commute.

Schools

🏫 Water Spring Elementary

🏫 Water Spring Middle

🏫 Horizon High

🏫 Windermere Preparatory Private

Orange County Public Schools. Zoning changes, so verify every address.

The numbers

Winding Bay market snapshot

$727,000Median sale priceLast 12 months.
55 daysDays on marketMedian cumulative days on market.
23Closed sales9 the year before.
98%Sale-to-list price ratioMedian for the last 12 months.

Stellar MLS, residential closed sales, 12 months ending September 30, 2026. Pulled Oct 16, 2026 and refreshed every quarter. Deemed reliable but not guaranteed. For a specific home, request a custom report.

Live MLS listings

Winding Bay homes for sale right now

Straight from Stellar MLS. Save the search and get new Winding Bay listings the day they hit.

Start of list of properties

Free guides

Buying or selling in Winding Bay?

Pick your guide, tell me where to send it, and it opens right away.

🏡 Buyer Guide

How buying in Winding Bay works, from new construction versus resale to what to verify on HOA, CDD and school zoning.

🔑 Seller Guide

Pricing, prep and timing for selling your current home, including how to sell and buy at the same time without moving twice.

Questions buyers ask

Winding Bay FAQ

Where is Winding Bay in Winter Garden?

Winding Bay is in southern Horizon West near Ovation, Hartzog Road and Flamingo Crossings, at Avalon Road at Mayberry Drive North of Western Way.

How far is Winding Bay from Walt Disney World?

Roughly 5 to 10 minutes off-peak from this part of Winter Garden. I will map the exact drive from the entrance before you choose.

When were homes in Winding Bay built?

2020 to 2025. Most homes were built by individual or custom builders.

What amenities does Winding Bay have?

Community Pool, Splash Pad, Cabana, Play Field & Lawn, Picnic Area, Small & Large Dog Park, Playground, 3 Ponds.

Is Winding Bay a gated community?

Winding Bay is not listed as gated. Ask me about gated options nearby.

What schools serve Winding Bay?

Schools commonly listed for this community: Water Spring Elementary, Water Spring Middle, Horizon High, Windermere Preparatory Private. Assignments change, so verify zoning for a specific address with the OCPS School Locator.

Is Winding Bay inside Winter Garden city limits?

Many homes with a Winter Garden 34787 address, including much of Horizon West, sit in unincorporated Orange County rather than the City of Winter Garden. Taxes, utilities and services differ, so I confirm the jurisdiction for every address.

What do homes in Winding Bay sell for?

Per Stellar MLS, the median sale price in Winding Bay was $727,000 across 23 closed sales in the 12 months ending September 30, 2026. Call or text me at 407.502.4719 for recent sales that match your home.

Your next step

Thinking about Winding Bay?

Give me 30 minutes and tell me your timeline. I will send back:

  • Recent closed sales in Winding Bay, straight from Stellar MLS
  • City or county, HOA and CDD for the homes that fit
  • Your real commute, mapped from the entrance

No pressure. If you are selling a home somewhere else first, we will plan both sides together.

Semper Fi to your real estate needs. Jorge Martinez, REALTOR®

Information deemed reliable but not guaranteed. Community details come from public sources and change over time; distances are approximate. Market data from Stellar MLS. Buyers should verify city or county jurisdiction, school assignments, HOA, CDD, lake access and all property details independently. The JEM Property Group is an independently owned and operated real estate team affiliated with Keller Williams Realty. Equal Housing Opportunity.