Regal Oaks
Homes for Sale in Kissimmee, FL
All 2,933 homes for sale in KISSIMMEE, FL · median $373,400 · 734 townhomes for sale in KISSIMMEE · 569 homes for sale in 34746 · Osceola County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of September 2026, Regal Oaks in Kissimmee, FL has 2 homes for sale. Over the 12 months ending 2026-09-12, 3 recorded sales closed at a median of $280,000, $185 per square foot, a median 34 days on market, sellers accepting 97% of original asking (-14% versus the prior year). Homes listed or recently sold were built 2007 - 2016; 5 of 5 report an HOA (median $435/mo); none of the 5 geocoded homes sit in a FEMA special flood hazard zone (median elevation 78 ft). At the median price and Osceola County's FY2025-26 rate of 15.23 mills, annual property tax runs about $4,270 ($3,660 with the full homestead exemption).
Regal Oaks right now
🟢 Buyer-leaning market. 8.0 months of supply and 0% of the inventory already under contract give buyers above-average negotiating leverage.Why it matters: months of supply is how long today's inventory would last at today's sales pace; under-contract share is the portion of homes for sale that already have a buyer.Momentum Research analysis of Stellar MLS records, as of September 12, 2026. Confidence: Low (2 active and pending listings, 3 closed sales in 12 months).
🔴 Off the recent peak. The trailing-12-month median ($280K) is down 14.5% from the prior 12 months ($328K). With about 3 sales a year, a single closing can swing this number, so read the level and the decade, not one year's move.Momentum Research, record-level Stellar MLS closed sales, 12-month windows ending September 12. Confidence: Low (3 and 4 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated September 15, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
The 60-Second Overview
Regal Oaks market snapshot (as of September 12, 2026): the median sale price is about $280K ($185 per sq ft over the trailing 12 months of closed sales), a median 34 days on market for closed sales, and 8.0 months of supply, a buyer-leaning market. The trailing-12-month median is down 14% from the prior 12 months, computed from record-level Stellar MLS closed sales (3 closings in the current window).
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.
Stellar MLS sales records identify 14 homes in Regal Oaks that have changed hands since 2018, built between 2007 and 2016 (median 2014), with a median living area of about 1,474 sq ft and a typical 3-bedroom, 3-bath layout; 100% are townhomes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.
The setting & the homes.
Aerial and on-site photos of Regal Oaks. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
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Regal OaksPhotos from Stellar MLS listings in Regal Oaks; content deemed reliable but not guaranteed.
Housing distress & ownership in REGAL OAKS, KISSIMMEE
Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.
Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Based on Stellar MLS data distributed by MLS GRID for the period September 2026 through September 2026. Deemed reliable but not guaranteed.
Homes For Sale Right Now in Regal Oaks
Live MLS inventory for Regal 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 Regal Oaks listings as of 2026-09-12, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2022 through 2026. Tap any home to ask about it.
Regal 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 Regal Oaks
- Clubhouse · reported on 7 of 7 listings
- Fitness Center · reported on 7 of 7 listings
- Pool · reported on 7 of 7 listings
- Tennis Court(s) · reported on 7 of 7 listings
- Restaurant · reported on 5 of 7 listings
- Gated Community - No Guard · reported on 4 of 7 listings
- Gated Community - Guard · reported on 1 of 7 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 Regal Oaks buying strategy.
If we were buying in Regal 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.
Use your leverage. With inventory sitting, there is room to negotiate on anything dated or overpriced and to ask for repairs or a rate buydown.
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 Regal Oaks.
A closer look at the Regal Oaks market
At a median of $185 per square foot, Regal Oaks prices sit in a fairly defined band, so condition and updates — more than the list price — tend to separate one home from the next.
Inventory runs at 8.0 months of supply, a buyer-leaning market and the trailing-12-month median down 14% year over year. Homes that do trade take a median 34 days on market, useful leverage on any listing that has lingered.
The location and the amenities are priced into every listing in Regal Oaks. The deal is won or lost on condition, the comps, and the renovation math.
Momentum Buy Score.
Our proprietary 0 to 10 read across the factors that decide how a home in Regal Oaks buys, holds, and resells. Momentum Research; not an appraisal.
Momentum Intelligence Scores are our proprietary, qualitative assessment on a 0 to 10 scale, built from the record-level market data on this page. They are a framework for comparing communities, not a guarantee of future value and not advice on a specific home; unlike an automated value estimate they do not price your home, they grade the community on evidence you can inspect. Composite is the plain average of the 3 factors (4.1). Basis: Recent Direction -14.5% year-over-year; Liquidity & Demand 8.0 months of supply; Pricing Power 97.0% sale-to-list. Refreshed with each data update.
HOA, CDD & Fees
- HOA dues reported around $435/month (about $5,220/yr) · median of 15 MLS listings, most billed quarterly
- Any club/amenity membership is billed separately
Listings in this community report association dues of about $435 per month ($5,220 a year) - the median AssociationFee across 15 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.
Tools for a Regal 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 Regal Oaks sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Regal 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 Regal Oaks home worth?
Get a no-obligation home value based on real comparable sales in Regal 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.
REGAL OAKS Market Scorecard
REGAL OAKS is currently a buyer's market. About 8.0 months of supply, a median asking price of $274,999, and homes go under contract in about 69 days.
Typical home value in the 34746 ZIP is $360,381, about 6.8% above the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: Stellar MLS, distributed by MLS GRID, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.
Frequently Asked Questions
What is the median home price in Regal Oaks?
How long do homes in Regal Oaks take to sell?
Is Regal Oaks a buyer's or seller's market right now?
Who is the best real estate agent for Regal Oaks?
How do I find a top Kissimmee real estate agent who knows Regal Oaks?
Can Momentum Realty connect me with an agent for Regal Oaks?
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: September 12, 2026) |
| Community market stats | Stellar MLS closed sales, 12-month windows ending September 12, 2026 |
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2022 (13 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 Regal Oaks fits the bigger picture — live prices, inventory, and Momentum Scores:
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