
2042 KEY BAY TRAIL, KISSIMMEE, FL, 34747
Active19 days on marketListed Sep 1, 2026MLS #O6438140
About this home
2042 KEY BAY TRAIL
Enjoy this upscale, fun filled resort lifestyle at K. Hovnanian's FOUR SEASONS at ORLANDO'S 55+ private gated community located only 7-8 miles from the Disney Theme Parks. You will experience endless sunshine one beautiful day after day in this outdoor paradise. You will also love this "SANDPIPER" Villa (1583 sq. ft). Open concept kitchen (with beautiful cabinets and quarts counter tops), dining and great room. The primary bedroom and the second bedroom are on separate ends of the Villa which allows for complete privacy. The office with french doors can also be used as a 3rd bedroom. All rooms have wood like tile flooring and French Doors out to the backyard. There are so many activities for you to enjoy here at the Four Seasons, two beautiful pools, one with a lap lane and hot tub. If you like pickle ball you will love joing the teams and competitions. The clubhouse offers, coffee station, lounge, pool and ping pong room, kitchen, ballroom, card room,nice size gym and yoga room. Many owners enjoy riding around the community in their golf carts visiting neighbors and enjoying the community. New gutters installed, driveway sealed and power washed. Screened in Lanai just installed.
Facts & features
The home at a glance
2
Bedrooms
2
Bathrooms
1,557
Sqft
0.1 ac
Lot size
2
Garage
2023
Year built
One
Levels
$228
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Built from this home's actual numbers — the most recent property-tax bill on record and the real association fee — not generic estimates.
$3,504 /mo · 3.5% down FHA, 30-yr fixed at 6%
The assumptions
FHA is the default here because it gets you in the door with just 3.5% down. Switch to Conventional or VA below.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:

Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
Estimated payment
$3,504/mo
Includes FHA mortgage insurance and the financed 1.75% upfront premium. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
vs edgeAI estimate
+8.1%
$/sqft vs Kissimmee actives
$228 vs $209
Days on market
19 vs 55 typical
Where $228/sqft sits among the 400 Kissimmee actives
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
The investor lens
Two ways this home pays
This home sits inside Seasons, a community zoned to allow true short-term rentals — so it can earn as a nightly rental or a traditional lease. Here’s how the two paths compare.
Short-term rental
Zoned & eligible
Projected nightly rate, occupancy and annual revenue for this exact home.
Long-term rental
$2,100/mo median
Live Kissimmee rental listing data — this home’s rate depends on size, condition and furnishing.
Where it sits
Inside Four Seasons At Orlando
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Seasons is a short-term-rental community. See the full guide →
Four Seasons At Orlando — neighborhood snapshot
Population
216
Median age
51
Median income
$80,574
Median home value
$345,500
Avg household
2
Households w/ children
10%
For the school run
Osceola County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Kissimmee market
$365K → $350K
Kissimmee median sold, yr/yr
97.3%
Sale-to-list ratio (12 mo)
204 of 400
Kissimmee actives have cut their price
Median sold price, Kissimmee, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 9% below the KISSIMMEE 34747 median. See the full Kissimmee market guide →
Paper trail
This home's history
Reality check
What actually sold near 2042 KEY BAY TRAIL
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Apr ’26$295,000
2031 KEY BAY TRAIL · same community
2 bd · 2 ba · 1,557 sqft · $189/sqft · 78 DOM
Sold · Oct ’25$320,000
2026 KEY BAY TRAIL · same community
2 bd · 2 ba · 1,557 sqft · $206/sqft · 123 DOM
Sold · Aug ’26$365,000
1998 KEY BAY TRAIL UNIT 524 · same community
2 bd · 2 ba · 1,583 sqft · $231/sqft · 180 DOM
Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.
Your agent
Tyler Stoddard
REALTOR · CENTURY 21 Edge
Tours, negotiation, and every question about 2042 KEY BAY TRAIL — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 2042 KEY BAY TRAIL — before you fall in love.
See it in person
Schedule a tour
Live availability from Tyler's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
2042 KEY BAY TRAIL FAQs
What would the monthly payment be for 2042 KEY BAY TRAIL?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $3,504/mo — principal and interest, the actual property-tax bill, the $480/mo association fee and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
How much are the HOA fees at 2042 KEY BAY TRAIL?+
The association fee works out to $480 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 2042 KEY BAY TRAIL?+
The most recent tax bill on record (2025) was $7,408. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Can 2042 KEY BAY TRAIL be rented short-term?+
Yes — this home sits inside Seasons, a community zoned to allow short-term rentals. Nightly-rental income could change the math on this purchase entirely; request a free rental income analysis and our team will prepare projections for this exact home.
Are pets allowed at 2042 KEY BAY TRAIL?+
The listing reports pets: Cats OK, Dogs OK. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.
How does the price compare to other homes in Kissimmee?+
At $355,000, this home is listed about 6% below the Kissimmee median of $379,000. The market section on this page shows how the area is trending.
Which schools are assigned to 2042 KEY BAY TRAIL?+
Celebration High School (high), Westside K-8 School (elementary) — Osceola County School District. Always verify school assignments with the district before relying on them.
Keep looking
Similar homes nearby
Listing courtesy of VIVA ORLANDO REALTY INC. · Susan Rinaldi. MLS #O6438140.
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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