Wilshire Oaks
Homes for Sale in Kissimmee, FL

Wilshire Oaks is a compact, single-phase community built in 1991, offering larger single-family floor plans on a small footprint of homes rather than a wide, evolving subdivision.

Stellar MLS sales records identify 32 homes in Wilshire Oaks that have changed hands since 2004, built between 1991 and 2004 (median 1994), with a median living area of about 2,621 sq ft and a typical 5-bedroom, 3-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.

Wilshire Oaks is too small for its own price trend, so here is the market around it.

In ZIP 34746, 975 homes are on the market and 17% are under contract — a slower corner of Kissimmee.

Across Osceola County, 4,423 homes are active and 1,079 pending (20% under contract).

In ZIP 34746 (KISSIMMEE), 1,615 homes closed in the last 12 months at a median of $405K ($199/sq ft), down 4.5% year over year, with a median 67 days on market. Right now 421 active and 72 pending listings put supply at about 6.7 months - a buyer's market. See the live ZIP 34746 housing market and the Osceola County market.

ZIP and county figures describe the wider market, not Wilshire Oaks specifically. Momentum Research analysis of MLS records.

With only two homes tracked in this snapshot and no active listings, Wilshire Oaks does not behave like a typical MLS-driven neighborhood. Turnover is infrequent enough that pricing has to be evaluated home-by-home, based on condition and lot specifics, rather than against a running median. The one constant across the community is scale: a median living area of 2,695 square feet points to larger houses than what you'll find in many newer, denser Kissimmee developments.

The homestead share sitting at half tells us ownership here is a mix of primary residences and non-homestead holdings, which is common in communities of this size and age. Community amenities are limited to a park, a playground, and security lighting - practical, low-maintenance features rather than a resort-style package, and worth confirming directly with the HOA since access and upkeep can shift over time.

In a community this thin on inventory, most of the useful information never reaches a public listing page. Momentum tracks off-market activity and ownership patterns in small Kissimmee communities like Wilshire Oaks so buyers and sellers are not waiting on a portal to tell them something is available.

Listings in this community report association dues of about $35 per month ($420 a year) - the median AssociationFee across 6 MLS records, normalised to a monthly figure; most are billed quarterly. Dues change with budgets and can differ by section or product type; confirm the current figure with the association before you offer. Source: MLS listing records, 2026-09.

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