THE OAKS
Homes for Sale in KISSIMMEE, FL
True comps, carrying-cost math, and listings before the portals.
The setting & the homes.
Aerial and on-site photos of THE OAKS. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
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.
THE OAKS on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Stellar MLS. Map data © OpenStreetMap, tiles © CARTO.
Life at THE OAKS
- Park · reported on 3 of 3 listings
- Tennis Court(s) · reported on 2 of 3 listings
- Deed Restrictions · reported on 2 of 3 listings
- Golf · reported on 1 of 3 listings
- Community Mailbox · reported on 1 of 3 listings
- Golf Carts OK · reported on 1 of 3 listings
- Fence Restrictions · reported on 1 of 3 listings
- Playground · reported on 1 of 3 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.
Schools
- 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.
The THE OAKS buying strategy.
If we were buying in THE 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 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.
HOA, CDD & Fees
- 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.
Tools for a THE 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 THE OAKS sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in THE 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 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 →
THE OAKS Market Scorecard
THE OAKS is currently a no active listings market. Limited supply, a median asking price of n/a.
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?
What share of THE OAKS is owner-occupied?
When were the homes in THE OAKS built?
Do cash buyers compete in THE OAKS?
Who is the best real estate agent for THE OAKS?
How do I find a top KISSIMMEE real estate agent who knows THE OAKS?
Can Momentum Realty connect me with an agent for THE OAKS?
Nearby Communities
Explore more neighborhoods near THE OAKS with Momentum Realty’s local guides.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: August 2, 2026) |
| Housing stock & ownership | Florida DOR 2025 assessment roll (street-list match (12 streets, ZIP 34746/34758/34771)) |
| Under-contract shares | Stellar MLS records, as of 2026-08-01 |
| Historical depth | Closed-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.
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