Regal Oaks At Old Town
Homes for Sale in Kissimmee, FL
All 3,063 homes for sale in Kissimmee, FL · median $375,000 · 773 townhomes for sale in Kissimmee · 765 homes for sale in 34746 · Osceola County homes for sale
True comps, carrying-cost math, and listings before the portals.
Photo via Stellar MLS
As of November 2026, Regal Oaks At Old Town in Kissimmee, FL has 24 homes for sale and 4 pending, asking from $235,000 to $360,000 (median $302,450). Over the 12 months ending 2026-11-06, 6 recorded sales closed at a median of $277,000, $197 per square foot, a median 88 days on market, sellers accepting 93% of original asking. Homes listed or recently sold were built 2007–2016; 40 of 40 report an HOA (median $435/mo); none of the 37 geocoded homes sit in a FEMA special flood hazard zone (median elevation 77 ft). At the median price and Osceola County's FY2025-26 rate of 15.23 mills, annual property tax runs about $4,220 ($3,620 with the full homestead exemption).
Last 30 days in Regal Oaks At Old Town: 3 new listings (median asking $320,000), 4 under contract right now. As of November 12, 2026, Listings courtesy of Stellar MLS as distributed by MLS GRID.
Homes For Sale Right Now in Regal Oaks At Old Town
Live MLS inventory for Regal Oaks At Old Town. 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 · 440 daysTop listing
Active · 65 days
Active · 235 days
Active · 203 days
Active · 36 days
Active · 2 days
Active · 49 days
Active · 81 days
Active · 83 days
Active · 189 days
Active · 56 days
Active · 84 days
Active · 75 days
Active · 120 daysActive and pending Regal Oaks At Old Town listings as of 2026-11-10, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2026 through 2026. Tap any home to ask about it.
Regal Oaks At Old Town is a built-out community of 452 homes dating from 2007 to 2016, with the typical home landing around 2014 and roughly 1,475 square feet. At a median of $295,000 and about $206 per square foot, price here is driven less by wide differences in size than by condition, finish level, and how a given home is being used. That tight vintage range means you are comparing similar-era construction against similar-era construction, so updates and upkeep do most of the work in separating one listing from the next.
The posture right now favors buyers. The median price is down 9.2% year over year, homes are sitting a median of 39 days, and the market heat score of 28 points to a slow, negotiable market rather than a competitive one. A homestead share of just 3.5% tells you this is overwhelmingly a non-primary-residence community — investor and short-term-use ownership dominate, which shapes both who you're negotiating against and how sensitive pricing is to the broader rental picture. Sellers should price to the current market, not last year's; buyers have time and leverage.
Figures in this note are as of July 13, 2026. The live market numbers elsewhere on this page update nightly and are newer.
Regal Oaks At Old Town right now
🟢 Buyer-leaning market. 12.5 months of supply and 12% 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 November 6, 2026. Confidence: Very High (26 active and pending listings, 6 closed sales in 12 months).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated November 13, 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 At Old Town market snapshot (as of November 6, 2026): the median sale price is about $277K ($197 per sq ft over the trailing 12 months of closed sales), a median 88 days on market for closed sales, and 12.5 months of supply, a buyer-leaning market.
In ZIP 34746 (Kissimmee), 659 homes closed in the last 12 months at a median of $405K ($203/sq ft), down 5.0% year over year, with a median 73 days on market. Right now 173 active and 29 pending listings put supply at about 3.2 months — a balanced market. See the live ZIP 34746 housing market and the Osceola County market.
County records show 38 qualified sales in Regal Oaks At Old Town across 2024–2025 (29 in 2024, 9 in 2025), median $325,000 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
Flood zones in Regal Oaks At Old Town: of 24 listing addresses checked against the FEMA National Flood Hazard Layer, 100% sit outside the FEMA Special Flood Hazard Area (Zone X). Individual parcels vary - verify any specific address at msc.fema.gov. See flood zones by neighborhood in Kissimmee.
Regal Oaks At Old Town is a community of 322 homes in Kissimmee, Osceola County, built between 2007 and 2016 (median 2013), with a median living area of about 1,475 square feet. 3% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
This is a fully built-out, uniformly recent community near Old Town in Kissimmee, and with only 3.5% homestead ownership it functions largely as a non-owner-occupied market — which explains both the softness and the negotiating room.
The setting & the homes.
Aerial and on-site photos of Regal Oaks At Old Town. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Regal Oaks At Old TownRegal Oaks At Old TownRegal Oaks At Old TownRegal Oaks At Old TownRegal Oaks At Old TownRegal Oaks At Old TownRegal Oaks At Old TownRegal Oaks At Old TownPhotos from Stellar MLS listings in Regal Oaks At Old Town; content deemed reliable but not guaranteed.
Who Regal Oaks At Old Town is best for.
Best for
- Investors targeting short-term or seasonal rental use in a recent-vintage community
- Value-focused buyers who can move on a home while the market favors the buy side
- Buyers who want low-maintenance, mid-2010s construction around the $295,000 median
Probably not for
- Buyers who need a primarily owner-occupied setting for a long-term primary residence
- Buyers counting on near-term price gains, given the 9.2% year-over-year decline
- Buyers wanting a fast, competitive purchase — this is a slower, negotiate-first market
Regal Oaks At Old Town 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 contributors.
Schools
- Osceola County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Island Village Elementary School · Elementary
- Celebration K-8 · Middle
- Celebration High · High
Zoned schools reflect the assignments reported on recent Regal Oaks At Old Town 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 Regal Oaks At Old Town address.
Shop the zone: Homes zoned for Celebration High High School
The Regal Oaks At Old Town buying strategy.
If we were buying in Regal Oaks At Old Town 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 At Old Town.
A condition-driven resale market
Because the homes cluster in a narrow age band and around a single size profile, square footage won't explain the price spread here. Condition, renovation, and furnishing status will. Two homes of nearly identical footprint can trade well apart depending on how they've been maintained and how they've been used. Read each listing on its own merits and lean on comparables that match finish level, not just floor plan.
The very low homestead share is the single most important structural fact. This is a community built around non-primary use, which means demand tracks the short-term and seasonal rental economy as much as traditional owner demand. That can add liquidity when that market is strong, and it can add price pressure when it softens — the 9.2% year-over-year decline and 39-day median sit squarely in the softer half of that cycle right now.
The location and the amenities are priced into every listing in Regal Oaks At Old Town. 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 At Old Town 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 (2.0). Basis: Liquidity & Demand 12.5 months of supply; Owner Commitment 3% owner-occupied; Pricing Power 93.4% sale-to-list. Refreshed with each data update.
Why work with Momentum here
In a market this condition-sensitive and this tilted toward non-owner-occupied ownership, comparable selection is everything — and it's easy to get wrong. We price against homes that actually match on finish and use, not just square footage, and with a heat score of 28 and prices off year over year, we build negotiating strategy around genuine leverage rather than hope. Whether you're buying the value or selling into a slow window, we'll tell you plainly where a given home sits.
Regal Oaks At Old Town in 15 seconds.
Tools for a Regal Oaks At Old Town 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 At Old Town 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 At Old Town, 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 At Old Town home worth?
Get a no-obligation home value based on real comparable sales in Regal Oaks At Old Town, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
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Recently off market in Regal Oaks At Old Town
Homes in Regal Oaks At Old Town that recently left the market. Each address opens its public-record profile: county-recorded value, property taxes, the last recorded sale, community sales history, and what is for sale nearby now. 13 on record.
- 2606 Roadster Lane · off market
- 2607 Corvette Lane · off market
- 2618 Roadster Lane · off market
- 2628 Roadster Lane · off market
- 2630 Corvette Lane · off market
- 2652 Corvette Lane · off market
- 2665 Triumph Way · off market
- 2683 Corvette Lane · off market
| Location | Kissimmee, Osceola County, FL · ZIP 34746 |
|---|---|
| Homes in the community | 322 (FL DOR 2025 assessment roll) |
| Years built | 2007–2016 (median 2013) |
| Typical living area | 1,475 sq ft (median) |
| Home types (current listings and sales) | townhouses 100% |
| Amenities listed by sellers | Gated Community - Guard, Fitness Center, Pool, Clubhouse, Tennis Court(s), Restaurant |
| Sale prices, last 12 months | $277,000 median across 6 closed sales · $197 per sq ft |
| Days on market (closed sales) | 88 median |
| For sale right now | 23 active, 3 pending · median asking $304,900 · 12.5 months of supply |
| Owner-occupied (homestead) share | 3% |
Data as of November 6, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2026 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Regal Oaks At Old Town key facts,” movewithmomentum.com/neighborhoods/regal-oaks-at-old-town, data as of November 6, 2026.
Housing distress & ownership in Regal Oaks At Old Town, 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 November 2026 through November 2026. Deemed reliable but not guaranteed.
Just listed in Regal Oaks At Old Town
The newest homes for sale in Regal Oaks At Old Town right now, newest first. Each link opens the full listing with every photo, the price history and a tour request.
- 2630 Roadster Lane $235,000 · 2 bd · 2.5 ba · 1,350 sq ft · listed Nov 5, 2026 Courtesy of THE AGENCY FL
- 2611 Corvette Lane $320,000 · 3 bd · 2.5 ba · 1,474 sq ft · listed Nov 5, 2026 Courtesy of LUKER & CO REAL ESTATE LLC
- 2738 Coupe Street $324,000 · 4 bd · 3 ba · 1,440 sq ft · listed Oct 2, 2026 Courtesy of EXP REALTY LLC
- 2715 Coupe Street $311,500 · 3 bd · 2.5 ba · 1,488 sq ft · listed Sep 19, 2026 Courtesy of RE/MAX 200 REALTY
- 2706 Impala Lane #2706 $304,900 · 3 bd · 2.5 ba · 1,435 sq ft · listed Sep 12, 2026 Courtesy of HOMEVEST REALTY
- 2783 Corvette Lane $350,000 · 4 bd · 3 ba · 1,440 sq ft · listed Sep 3, 2026 Courtesy of FLORIDA REALTY INVESTMENTS
Checked against the MLS nightly. All new listings in this market.
Every Home for Sale in Regal Oaks At Old Town Right Now (27)
All 27 active and pending Regal Oaks At Old Town listings with a detail page, newest first, refreshed twice a day from the MLS.
- 2630 Roadster Lane · $235,000 · 2 bd / 2.5 ba · listed Nov 6, 2026 · listed by The Agency Fl
- 2611 Corvette Lane · $320,000 · 3 bd / 2.5 ba · listed Nov 6, 2026 · listed by Luker & Co Real Estate Llc
- 2775 Corvette Lane · $309,900 · 4 bd / 3.5 ba · pending · listed Oct 27, 2026 · listed by Cornerstone International Property Group Llc
- 2669 Roadster Lane · $259,999 · 2 bd / 2.5 ba · pending · listed Oct 9, 2026 · listed by Belmont Realty
- 2738 Coupe Street · $324,000 · 4 bd / 3 ba · listed Oct 1, 2026 · listed by Exp Realty Llc
- 2715 Coupe Street · $311,500 · 3 bd / 2.5 ba · listed Sep 19, 2026 · listed by Re/Max 200 Realty
- 2706 Impala Lane #2706 · $304,900 · 3 bd / 2.5 ba · listed Sep 11, 2026 · listed by Homevest Realty
- 2783 Corvette Lane · $350,000 · 4 bd / 3 ba · listed Sep 10, 2026 · listed by Florida Realty Investments
- 2702 Corvette Lane · $315,000 · 2 bd / 2.5 ba · listed Sep 10, 2026 · listed by Charles Rutenberg Realty Orlando
- 5710 Olga Street · $300,000 · 3 bd / 2.5 ba · listed Sep 10, 2026 · listed by Cornerstone International Property Group Llc
- 2711 Coupe Street · $260,000 · 2 bd / 2.5 ba · listed Sep 10, 2026 · listed by Luker & Co Real Estate Llc
- 2724 Coupe Street · $295,000 · 4 bd / 3 ba · listed Sep 10, 2026 · listed by Idiliq Estates Usa Llc
- 2663 Roadster Lane · $275,000 · 2 bd / 2.5 ba · listed Sep 10, 2026 · listed by Idiliq Estates Usa Llc
- 2759 Corvette Lane · $350,000 · 4 bd / 3 ba · listed Sep 10, 2026 · listed by Keller Williams Advantage Iii
- 2700 Camaro Drive · $309,900 · 4 bd / 3.5 ba · pending · listed Aug 31, 2026 · listed by Cornerstone International Property Group Llc
- 2725 Coupe Street · $299,800 · 3 bd / 3 ba · listed Aug 28, 2026 · listed by Amplify Real Estate Services Fl
- 2774 Corvette Lane · $284,000 · 3 bd / 2.5 ba · listed Aug 25, 2026 · listed by La Rosa Realty Llc
- 2739 Coupe Street · $304,900 · 3 bd / 2.5 ba · listed Aug 24, 2026 · listed by Keller Williams Realty At The Lakes
- 2717 Bushman Dr · $290,000 · 3 bd / 3 ba · listed Aug 18, 2026 · listed by Sundial Real Estate Llc
- 2679 Corvette Lane · $318,500 · 3 bd / 2.5 ba · pending · listed Aug 15, 2026 · listed by Keller Williams Realty At The Lakes
- 2670 Corvette Lane · $276,000 · 2 bd / 2.5 ba · listed Aug 14, 2026 · listed by Maktub Realty
- 2707 Camaro Drive · $310,000 · 4 bd / 3.5 ba · listed Aug 14, 2026 · listed by Olympus Executive Realty Inc
- 2720 Roadster · $334,995 · 4 bd / 3 ba · listed Aug 14, 2026 · listed by Era Grizzard Real Estate
- 2634 Corvette Lane · $285,000 · 2 bd / 2.5 ba · listed Aug 14, 2026 · listed by Charles Rutenberg Realty Orlando
- 5702 Delorean Drive · $273,880 · 3 bd / 2.5 ba · listed Aug 14, 2026 · listed by Aaa Global Ventures Pa
- 2754 Corvette Lane · $299,000 · 3 bd / 3 ba · listed Aug 14, 2026 · listed by Fcg Realty
- 2668 Corvette Lane · $360,000 · 3 bd / 3.5 ba · listed Aug 14, 2026 · listed by Star Bay Realty Corp.
Recently sold in Regal Oaks At Old Town
- 2618 Roadster Lane · sold $250,000
- 2740 Coupe Street · sold $315,000
- 2720 Impala Lane · sold $285,000
Closed sales from the MLS; each page shows the sold price, taxes and value history.
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Kissimmee guides & data
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- Property taxes (Osceola County)
- Homestead exemption (Osceola County)
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Florida buyer guides
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- The 4-point inspection, explained
- Florida flood insurance calculator
- Florida housing market map
- Interactive housing market map (county, ZIP and community)
- Save Our Homes tax estimator
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Streets in this community
Street-level pages: every home on record, what sold and what is for sale on each street.
- Corvette Lane (97 homes on record)
- Roadster Lane (63 homes on record)
- Coupe Street (25 homes on record)
What it really costs to own in Regal Oaks At Old
The parts of the monthly number a mortgage calculator leaves out, from the tax roll, the MLS, Citizens and FEMA. Property facts only.
| HOA dues | Median $435/month across 40 MLS listings (most billed quarterly; 2026-11-13). Dues cover what the documents say they cover; ask for the budget and reserve study. |
|---|---|
| Home and flood insurance | The average Citizens Property Insurance premium in Osceola County is $1,735/yr (2,188 policies, Citizens detail by county, April 2026); private-market quotes depend on roof age, wind mitigation and construction. Flood: of 23 listing addresses checked against the FEMA flood map, 100% sit outside the high-risk zone. Statewide, a Zone X flood policy runs about $500-$700/yr and a high-risk zone $1,200-$2,500/yr (FEMA Risk Rating 2.0 averages, not quotes). |
| Roof and age | Median build year 2010 across 36 listings. An original roof here would be about 16 years old; under Florida's 2022 reform (SB 2-D) carriers may require an inspection past 15 years, so budget for a roof report, and for replacement where it fails. |
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Ask an agent about Regal Oaks At Old Town
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Regal Oaks At Old Town Market Scorecard
Regal Oaks At Old Town is currently a strong buyer's market. About 13.1 months of supply, a median asking price of $302,450, and homes go under contract in about 92 days.
Typical home value in the 34746 ZIP is $357,258, about 5.7% above the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · 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
What is the median home price in Regal Oaks At Old Town?
How long do homes in Regal Oaks At Old Town take to sell?
Is Regal Oaks At Old Town a buyer's or seller's market right now?
How many homes are in Regal Oaks At Old Town?
What share of Regal Oaks At Old Town is owner-occupied?
When were the homes in Regal Oaks At Old Town built?
Who is the best real estate agent for Regal Oaks At Old Town?
How do I find a top Kissimmee real estate agent who knows Regal Oaks At Old Town?
Can Momentum Realty connect me with an agent for Regal Oaks At Old Town?
Where is Regal Oaks At Old Town, and what county is it in?
Is Regal Oaks At Old Town in a flood zone?
Is Regal Oaks At Old Town a good place to live?
Should you buy in Regal Oaks At Old Town?
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: November 10, 2026) |
| Community market stats | Stellar MLS closed sales, 12-month windows ending November 6, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (5 streets, ZIP 34746)) |
| Under-contract shares | Stellar MLS records, as of 2026-11-06 |
| Historical depth | Closed-sale records back to 2026 (6 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.
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