Winter Garden Shores
Homes for Sale in Winter Garden, FL

Winter Garden Shores is a small, established pocket of Winter Garden where housing stock spans more than a century of construction, and where the resale market moves in small numbers rather than large waves.

Stellar MLS sales records identify 80 homes in Winter Garden Shores that have changed hands since 2006, built between 1928 and 2019 (median 1960), with a median living area of about 1,718 sq ft and a typical 3-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.

Winter Garden Shores is too small for its own price trend, so here is the market around it.

In ZIP 34787, 957 homes are on the market and 30% are under contract — a steady corner of Winter Garden.

Across Orange County, 5,909 homes are active and 1,877 pending (24% under contract).

In ZIP 34787 (WINTER GARDEN), 2,162 homes closed in the last 12 months at a median of $595K ($251/sq ft), down 0.6% year over year, with a median 36 days on market. Right now 357 active and 169 pending listings put supply at about 3.8 months - a balanced market. See the live ZIP 34787 housing market and the Orange County market.

ZIP and county figures describe the wider market, not Winter Garden Shores specifically. Momentum Research analysis of MLS records.

This is a 91-home community, and the current snapshot shows exactly one of those homes actively listed. That kind of scarcity changes how you should think about comparables: with median living space around 1,822 square feet and a median year built of 1959, most homes here are established rather than new, but the build range running out to 2023 means infill or rebuild activity has touched at least part of the neighborhood at some point. Whatever is on the market at any given moment may or may not represent the norm for the community.

Just over half of homes here - 53.6% - carry a homestead designation, meaning close to half do not. That split matters for how you read the resale pipeline: a meaningful share of the housing stock turns over as investment or non-primary property, which can affect how quickly a home comes up for sale and how it's priced when it does. No community amenities are identified in current MLS data, so this reads as a straightforward residential pocket rather than an amenity-driven one.

In a community with one active listing, there's no scrolling through a dozen comparable homes to build a price opinion - you need someone who can pull the actual sales and permit history on a block-by-block basis and knows how to value a 1906 build against a 2023 build sitting a few doors apart. That's the kind of groundwork we do before you ever write an offer.

Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.