THE OAKS in KISSIMMEE

THE OAKS
Homes for Sale in KISSIMMEE, FL

Community in KISSIMMEE · Osceola County · ZIP 34746
656 homesBuilt 1987–2007
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True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data11 years of closingsFL DOR public recordsUpdated twice daily
Live · THE OAKS Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Tempo
100%
Under contract
Osceola: 21% (1,149 of 5,586)
0 · 1
For sale · pending
live counts, refreshed twice daily
2
Sold · last 12 mo
10-yr average: about 1 a year
Ownership and context
66%
Owner-occupied · THE OAKS
433 of 656 parcels homesteaded (FL DOR 2025)
34%
Non-owner-occupied · THE OAKS
incl. 9% trust or LLC-held · 18% out-of-state
33%
Cash buyers · THE OAKS
2 of 6 sales, 12 mo ending June 2022
656
Homes in the community
656 residential parcels (FL DOR 2025)
Track record · 11 years of records
Est. 1987
Community established
homes built 1987-2007, median 2000 (FL DOR 2025)
0
Failed listings · 2023
peaked at 9 in 2006
0.3%/yr
Turnover rate
about 2 of 656 homes trade a year

The market around THE OAKS

THE OAKS is a small community — 51 recorded sales on file, most recently in 2023 — too few for its own price trend. Here is the market around it.

In ZIP 34746, 995 homes are on the market and 21% are under contract — a steady corner of KISSIMMEE.

Across Osceola County, 4,437 homes are active and 1,149 pending (21% under contract).

The housing mix here is 98% single family residence, 2% ?.

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

Homes For Sale Right Now in THE OAKS

Live MLS inventory for THE OAKS. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.

Active and pending THE OAKS listings as of 2026-08-23, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2015 through 2026. Tap any home to ask about it.

Listing locations from Stellar MLS. Map data © OpenStreetMap, tiles © CARTO.

Community amenities as reported across Stellar MLS listings in this community; deemed reliable but not guaranteed. Verify current amenities and access with the HOA.

Schools

In short
  • Osceola County Public Schools
  • Verify the zoned schools by address
  • Magnet and choice options may be available
  • Pleasant Hill Elem · Elementary
  • Horizon Middle · Middle
  • Liberty High · High

Zoned schools reflect the assignments reported on recent THE OAKS listings and can change; always confirm with Osceola County Public Schools for a specific address.

Buying with schools in mind? We can confirm the exact zoned schools for any THE OAKS address.

If we were buying in THE OAKS today, this is the order of operations we would run for our clients.

1

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.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

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 THE OAKS.

A closer look at the THE OAKS market

The housing stock is 656 homes built between 1987 and 2007, and 66% of parcels are homesteaded — the owner-occupancy proxy in the Florida DOR assessment roll.

The location and the amenities are priced into every listing in THE OAKS. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

HOA, CDD & Fees

In short
  • Mandatory HOA. Confirm current dues
  • Any club/amenity membership is billed separately

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

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed THE OAKS sales matched to your home.

What is your THE OAKS home worth?

Get a no-obligation home value based on real comparable sales in THE 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 homes for sale in THE OAKS on the map →

Real comps, not an automated estimate.

THE OAKS Market Scorecard

No active listings

THE OAKS is currently a no active listings market. Limited supply, a median asking price of n/a.

n/a
Months supply
n/a
Median list
$368,500
Median sold
n/a
Per sqft
n/a
Days on mkt
0/1/2
Active/Pend/Sold

Go deeper: county scorecard · true cost calculator · affordability calculator.

Live data: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.

Frequently Asked Questions

How many homes are in THE OAKS?
The Florida DOR 2025 assessment roll shows 656 homes in THE OAKS (public records).
What share of THE OAKS is owner-occupied?
66% of THE OAKS parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in THE OAKS built?
Homes in THE OAKS were built between 1987 and 2007, with a median year built of 2000 (FL DOR 2025 roll).
Do cash buyers compete in THE OAKS?
Cash buyers took 33% of THE OAKS sales in the 12 months ending June 2022 (2 of 6 closings, Stellar MLS).
Who is the best real estate agent for THE OAKS?
The best agent for THE OAKS is one who actively works KISSIMMEE and knows the community's pricing, fees, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for THE OAKS.
How do I find a top KISSIMMEE real estate agent who knows THE OAKS?
Share a few details in the form on this page. Momentum Realty has 280+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows THE OAKS and the wider KISSIMMEE area.
Can Momentum Realty connect me with an agent for THE OAKS?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your THE OAKS purchase or sale - no call center and no pressure.

Nearby Communities

Explore more neighborhoods near THE OAKS with Momentum Realty’s local guides.

Eagles Nest At The Oaks Kissimmee0.3 mi awayOsprey Cove At The Oaks Kissimmee0.3 mi awayOaks 2 The Kissimmee0.4 mi awayOPOberry Park Kissimmee0.6 mi awayShingle Creek Village Terrace Kissimmee0.8 mi awayEnclave The Kissimmee0.8 mi awayOrange Blossom Add Kissimmee0.8 mi awayShingle Crk Reserve Oaks Kissimmee1.1 mi away

Browse all Florida neighborhood guides →

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: August 2, 2026)
Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (12 streets, ZIP 34746/34758/34771))
Under-contract sharesStellar MLS records, as of 2026-08-01
Historical depthClosed-sale records back to 2015 (22 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 your area comps.

Looking to buy here? Search homes for sale →

What’s your home worth in your area?

A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.

By submitting, you agree that EAB RE INVESTMENTS LLC (Momentum Realty) and its agents may call, email, and text you about your inquiry, which may involve automated means and prerecorded or artificial voices. You do not need to consent as a condition of buying any property, goods, or services. To opt out, reply STOP at any time or reply HELP for assistance. You can also click the unsubscribe link in emails. Message and data rates may apply. Message frequency may vary. See our Privacy Policy and SMS Terms.or call (904) 351-6461
CallFree valuation →
Thinking of selling in THE OAKS? 2 recorded closings (window ending 2026-08-02). See the Osceola County sell-now-or-wait data, what made 201,552 Florida listings fail in the last 12 months, or compare a cash offer vs. listing. Compiled from MLS records; deemed reliable but not guaranteed.
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