Wilshire Oaks
Homes for Sale in Kissimmee, FL
All 2,887 homes for sale in KISSIMMEE, FL · median $374,999 · 781 homes for sale in 34746 · Osceola County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of October 2026, the MLS records 21 closed sales in Wilshire Oaks in Kissimmee, FL since 2005, the most recent in June 2026. Across Kissimmee as a whole, 2,523 homes closed in the last 12 months at a median of $387,990, 62 median days on market, with 1,265 homes for sale today. At that median and Osceola County's FY2025-26 rate of 15.23 mills, annual property tax runs about $5,910 ($5,310 with the full homestead exemption).
| Location | KISSIMMEE, Osceola County, FL · ZIP 34746 |
|---|---|
| Homes in the community | 44 (FL DOR 2025 assessment roll) |
| Years built | 1991–2004 (median 1994.0) |
| Typical living area | 2,794 sq ft (median) |
| Amenities listed by sellers | Park, Playground, Security Lights, Security System |
| For sale right now | 0 active, 0 pending |
| Owner-occupied (homestead) share | 50% |
Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2005 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Wilshire Oaks key facts,” movewithmomentum.com/neighborhoods/wilshire-oaks-kissimmee, data as of September 20, 2026.
Wilshire Oaks is a small pocket of Kissimmee built out in a single year, 1991, and it has stayed small - this snapshot shows just two homes in the community and zero active listings. With inventory this thin, there is no meaningful price trend to read; each home that comes to market effectively sets its own comp.
What we can say with confidence: the homes here run larger, with a median living area of 2,695 square feet, and homestead exemptions are filed on half the parcels, suggesting the mix includes both owner-occupied and non-homestead ownership. Anyone watching this community should plan to move on information, not on a public listing feed, since there is rarely anything sitting active to react to.
Nearby homes for sale
No active listings inside Wilshire Oaks right now. These are the 6 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.
Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.
The 60-Second Overview
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.
County records show 4 qualified sales in Wilshire Oaks across 2024 - 2025 (1 in 2024, 3 in 2025), median $458,000 - the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
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.
Who Wilshire Oaks is best for.
Best for
- A buyer specifically targeting an established 1991-built home with larger square footage in Kissimmee.
- Someone comfortable moving on an off-market or newly listed opportunity without a pool of comparable active listings.
- A long-term hold buyer who values a small, low-turnover community over a fast-growing one.
Probably not for
- A buyer who wants several active listings to compare before deciding.
- Someone relying on recent public sales data to set an offer price with confidence.
- A buyer expecting a resort-style amenity package beyond a park, playground, and security lighting.
The market around Wilshire Oaks
Wilshire Oaks is too small for its own price trend, so here is the market around it.
In ZIP 34746, 995 homes are on the market and 16% are under contract — a slower corner of Kissimmee.
Across Osceola County, 4,465 homes are active and 1,093 pending (20% under contract).
In ZIP 34746 (KISSIMMEE), 1,623 homes closed in the last 12 months at a median of $405K ($199/sq ft), down 4.3% year over year, with a median 67 days on market. Right now 435 active and 80 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.
Life at Wilshire Oaks
- Park · reported on 1 of 2 listings
- Playground · reported on 1 of 2 listings
- Security Lights · reported on 1 of 2 listings
Community amenities as reported across Stellar MLS listings in this community; deemed reliable but not guaranteed. Verify current amenities and access with the HOA.
The Wilshire Oaks buying strategy.
If we were buying in Wilshire Oaks today, this is the order of operations we would run for our clients.
Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in Wilshire Oaks.
A small, largely quiet enclave
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.
The location and the amenities are priced into every listing in Wilshire Oaks. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
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.
Wilshire Oaks in 15 seconds.
HOA, CDD & Fees
- HOA dues reported around $35/month (about $420/yr) · median of 38 MLS listings, most billed monthly
- Any club/amenity membership is billed separately
Listings in this community report association dues of about $35 per month ($420 a year) - the median AssociationFee across 38 MLS records, normalised to a monthly figure; most are billed monthly. 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, 2026-10.
Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.
Tools for a Wilshire Oaks buy.
Free calculators to pressure-test the real cost before you tour.
Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Wilshire Oaks sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Wilshire Oaks, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Wilshire Oaks home worth?
Get a no-obligation home value based on real comparable sales in Wilshire Oaks, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
See all homes for sale in Kissimmee →
The real cost & risk here
Before the list price, the Florida math the portals skip. These are Osceola County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.
Check it for your address: look up your flood zone (FEMA) · insurance by county · true-cost calculator · Osceola County scorecard.
County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.
Frequently Asked Questions
How many homes are in Wilshire Oaks?
What share of Wilshire Oaks is owner-occupied?
When were the homes in Wilshire Oaks built?
Who is the best real estate agent for Wilshire Oaks?
How do I find a top Kissimmee real estate agent who knows Wilshire Oaks?
Can Momentum Realty connect me with an agent for Wilshire Oaks?
Where is Wilshire Oaks, and what county is it in?
Should you buy in Wilshire Oaks?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: October 1, 2026) |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (2 streets, ZIP 34746)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2005 (21 transactions analyzed) |
Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.
Momentum Research figures are our own analysis of Stellar MLS records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.
Own a home here?
You just read the data. Now see what your home is worth.
The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. Momentum sells for 1.25% above the Stellar MLS member average and 8 days faster, and we’ll price yours against live local comps.
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See how Wilshire Oaks fits the bigger picture — live prices, inventory, and Momentum Scores:
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