Aerial view of Paradise Cay

Paradise Cay
Homes for Sale in Kissimmee, FL

All 2,959 homes for sale in Kissimmee, FL · median $374,000 · 581 homes for sale in 34746 · Osceola County homes for sale

Community in Kissimmee · Osceola County · ZIP 34746
Median sale $259K
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True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data18 years of closingsUpdated twice daily

Over the 12 months ending 2026-09-20, 6 recorded sales closed at a median of $259,250, $218 per square foot, a median 55 days on market, sellers accepting 92% of original asking (-12% versus the prior year). At the median price and Osceola County's FY2025-26 rate of 15.23 mills, annual property tax runs about $3,950 ($3,350 with the full homestead exemption).

Live · Paradise Cay Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Price
$259K ▼
Median sold · 12 mo
down 11.7% vs the prior 12 months
-11.7% ▼
1-yr price change
n = 6 and 5 sales in the two windows
$218/sf
Sold $/sqft · 12 mo
peak $243 in 2024
92.0%
Sale vs ask
Tempo
56days
Median DOM · closed
7 days at the 2022 low
6
Sold · last 12 mo
10-yr average: about 4 a year
Track record · 18 years of records
1,187sqft
Median sold home size
12-mo windows, closed sales
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Paradise Cay is a very small pocket in Kissimmee, and the data reflects that. Everything on record here traces to 2006 construction with a compact footprint of about 708 square feet, so what you are pricing is a specific, uniform product rather than a broad market. At a median of $259,500, or roughly $218 per square foot, the value story is driven by condition and the small-unit format more than by neighborhood variety.

The current posture is quiet. There are no active listings and only a thin closings window behind us, with a median of 44 days on market and a market heat score of 30 - this is a slow, patient market, not a bidding-war one. The year-over-year figure sits down 12.4%, so sellers should price to the current reality, not to memory, and buyers have room to move deliberately rather than react.

Paradise Cay Housing Pulse · Momentum Research · as of September 20, 2026

Paradise Cay right now

🔴 Off the recent peak. The trailing-12-month median ($259K) is down 11.7% from the prior 12 months ($294K). With about 4 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 20. Confidence: Low (6 and 5 sales in the two windows).

Jump to: Price history & scorecard · Homes for sale · Schools · FAQ

· Updated September 28, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness

Nearby homes for sale

No active listings inside paradise cay 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.

5276 PARADISE CAY CIRCLE
$270K · 0.0 mi away
3 bd · 3 ba · 1,362 sqft
5276 PARADISE CAY CIRCLE
Listed by SUNNY 365 REALTY GROUP
5315 PARADISE CAY CIRCLE
$275K · 0.0 mi away
3 bd · 3 ba · 1,362 sqft
5315 PARADISE CAY CIRCLE
Listed by LPT REALTY, LLC
5483 PARADISE CAY CIRCLE
$300K · 0.1 mi away
3 bd · 3 ba · 1,187 sqft
5483 PARADISE CAY CIRCLE
Listed by KELLER WILLIAMS LEGACY REALTY
5340 PARADISE CAY CIRCLE
$275K · 0.1 mi away
3 bd · 3 ba · 1,362 sqft
5340 PARADISE CAY CIRCLE
Listed by DON ASHER & ASSOCIATES, INC.
5245 W IRLO BRONSON MEM HWY 165
$87K · 0.1 mi away
1 bd · 1 ba · 325 sqft
5245 W IRLO BRONSON MEM HWY 165
Listed by THE REALTY EXPERIENCE POWERED BY LRR
5210 PARADISE CAY CIRCLE
$274K · 0.1 mi away
3 bd · 3 ba · 1,187 sqft
5210 PARADISE CAY CIRCLE
Listed by LA ROSA REALTY KISSIMMEE

Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.

The 60-Second Overview

Paradise Cay market snapshot (as of September 20, 2026): the median sale price is about $259K ($218 per sq ft over the trailing 12 months of closed sales), and a median 56 days on market for closed sales. The trailing-12-month median is down 12% from the prior 12 months, computed from record-level Stellar MLS closed sales (6 closings in the current window).

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.

Stellar MLS sales records identify 180 homes in paradise cay that have changed hands since 2006, built between 2006 and 2007 (median 2006), with a median living area of about 1,362 sq ft and a typical 3-bedroom, 3-bath layout; 97% 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.

Paradise Cay is a tightly defined enclave in Osceola County where the housing stock is small-format and dates to 2006, meaning your homework is less about picking among many options and more about reading one narrow product carefully.

Best for

  • Buyers prioritizing a small, manageable living space over size, with a budget centered near the mid-$250s
  • Patient buyers willing to wait for scarce inventory to come to market
  • Value-focused buyers comfortable transacting in a slow, softening market on fundamentals

Probably not for

  • Anyone needing substantial square footage or multiple large rooms
  • Buyers who want a wide selection of homes and price points to compare
  • Sellers expecting quick turnover or last year's pricing

Windows contain 0 to 12 sales each (6 in the current window); every figure carries its sample size, and thin markets swing on single closings. Based on Stellar MLS data distributed by MLS GRID for the period 2008 through 2026. Deemed reliable but not guaranteed.

Median sale price · trailing 12 mo
$100K$200K$300K20122014201620182020202220242026
Down 11.7% year over year.
Every sale since 2008 · price vs size
$0$100K$200K$300K1k1k2k
54 closed sales; green = recent. Size sets the floor, condition and lot set the rest.
Sold $ per sq ft · trailing 12 mo
$100$150$200$25020122014201620182020202220242026
Up from $87 in 2012 to a $243 peak in 2024; $218 now.
Median days on market · closed sales
20406020122014201620182020202220242026
7 days at the 2022 low; 56 now.
Sale price vs original ask · median
95%100%20122014201620182020202220242026
92.0% now.
Homes sold per 12-mo window
051020122014201620182020202220242026
0 to 12 a year; 6 in the current window.
How much local inventory is already under contract

16% of homes for sale in ZIP 34746 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-09-20).

Housing distress & ownership in paradise cay, Kissimmee

Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.

Active inventory in distress
0.0%
0 of 40 listings
Distress share trend - 0.0% now (2026-09-14 → 2026-09-19)

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.

If we were buying in Paradise Cay 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 Paradise Cay.

Best Buy
Buyers who want a compact, low-footprint home in Osceola County and can move when a rare listing appears.
Biggest Risk
Prices are down 12.4% year over year, so timing and pricing discipline matter more than usual.
Sweet Spot
A condition-driven purchase near the mid-$250s where you pay for a specific, well-kept unit.
Avoid If
You need square footage or a broad selection of homes to choose from.

A narrow product in a slow market

The defining fact here is scale. With homes measured in the hundreds of square feet and construction all from the same vintage, this is a compact-living community, and the median of $259,500 should be read through that lens - the per-square-foot figure of about $218 is the more telling number for comparing individual units. There are no active listings at the moment, so anyone waiting to buy is waiting for supply, and anyone selling is entering with little visible competition.

None of the homes here carry a homestead exemption, which is worth noting for anyone modeling carrying costs. Combined with the down 12.4% year-over-year move and a 44-day median time to sell, the read is a buyer's-pace market where pricing discipline matters on both sides. This is a place to transact on fundamentals, not momentum.

“

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

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

In a community this small, general area comps will mislead you - the value lives in the specific unit and its condition, not in a wide range of trades. We track this pocket at the property level, help sellers price to the current down-trending, slow-turn market instead of last year's, and help buyers judge whether a compact-format home fits their actual plans before they commit.

Paradise Cay in 15 seconds.

Best forBuyers who want a compact, low-footprint home in Osceola County and can move when a rare listing appears.
Biggest advantageWith no active competition on the market, a well-prepared buyer or seller can transact without a crowd.
Biggest riskPrices are down 12.4% year over year, so timing and pricing discipline matter more than usual.
Sweet spotA condition-driven purchase near the mid-$250s where you pay for a specific, well-kept unit.
Avoid ifYou need square footage or a broad selection of homes to choose from.

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Paradise Cay homeowners association, its management company or its developer, and we cannot help with dues, gate access, violations, amenity bookings or association documents. To reach the association, check your closing package, the recorded declaration at the county clerk, or search the association’s name at sunbiz.org for its registered agent. Call or message us to buy or sell a home in Paradise Cay.
In short
  • HOA status not on record. Verify any dues before you offer
  • 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 Paradise Cay sales matched to your home.

What is your Paradise Cay home worth?

Get a no-obligation home value based on real comparable sales in Paradise Cay, 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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Real comps, not an automated estimate.

Frequently Asked Questions

What is the median home price in Paradise Cay?
The median sale price in Paradise Cay was $259K over the 12 months ending September 20, 2026 (6 closed sales, Stellar MLS).
How long do homes in Paradise Cay take to sell?
Homes that closed in the 12 months ending September 20, 2026 took a median 56 days on market (6 sales, Stellar MLS).
Who is the best real estate agent for Paradise Cay?
The best agent for Paradise Cay 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 Paradise Cay.
How do I find a top Kissimmee real estate agent who knows Paradise Cay?
Share a few details in the form on this page. Momentum Realty has 320+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Paradise Cay and the wider Kissimmee area.
Can Momentum Realty connect me with an agent for Paradise Cay?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Paradise Cay purchase or sale - no call center and no pressure.
Where is Paradise Cay, and what county is it in?
Paradise Cay is in Kissimmee, Osceola County, FL, ZIP 34746. The community's center is about 5 miles northwest of the center of Kissimmee (straight-line).
Buyers prioritizing a small, manageable living space over size, with a budget centered near the mid-$250sExcellent fit
Patient buyers willing to wait for scarce inventory to come to marketExcellent fit
Value-focused buyers comfortable transacting in a slow, softening market on fundamentalsExcellent fit
Anyone needing substantial square footage or multiple large roomsProbably not
Buyers who want a wide selection of homes and price points to compareProbably not
Sellers expecting quick turnover or last year's pricingProbably not

Data sources & freshness

Community market statsStellar MLS closed sales, 12-month windows ending September 20, 2026
Under-contract sharesStellar MLS records, as of 2026-09-20
Historical depthClosed-sale records back to 2008 (54 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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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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More on Paradise Cay

Thinking of selling in paradise cay? 6 recorded closings; median 55 days on market (window ending 2026-09-20). 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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