7777 TEASCONE BOULEVARD, KISSIMMEE, FL, 34747
Active1 days on marketListed Aug 10, 2026MLS #S5154949
About this home
7777 TEASCONE BOULEVARD
This well-maintained 5 bedroom, 5 bath home in the 5-Star Windsor Hills Resort offers buyers a rare opportunity to acquire a proven, income-producing short-term rental just minutes from Walt Disney World—one of the strongest and most reliable vacation-rental corridors in the United States. Designed with the resort’s most desirable 5-bedroom open floorplan, the home consistently attracts large families and multi-generational groups, maximizing both occupancy and nightly rate potential. For buyers seeking immediate continuity of income, the seller is willing to transfer future bookings, allowing a seamless transition with no downtime. Interior Features for High-Demand Guest Use Multiple dining areas and a spacious main living room built to accommodate high guest volume Stainless steel appliances in the kitchen Two ground floor ensuites plus an additional twin bedroom—ideal for multi-family bookings Two junior suites upstairs, each with a private bath, supporting strong guest satisfaction and repeat stays Converted garage game room with foosball and pool tables—an amenity that significantly boosts rental performance Outdoor & Resort Amenities The screened lanai features a private heated pool, a top-performing feature for year-round bookings. Windsor Hills remains one of Central Florida’s top-performing vacation rental communities, offering: Lagoon-style resort pool Clubhouse, fitness center, and marketplace Tennis, racquetball, basketball, and volleyball Theater, arcade, playgrounds, and putting greens 24-hour guarded security Its unmatched proximity to Disney drives consistent occupancy, premium nightly rates, and strong year-round demand. Investment Highlights This property represents a rare chance to acquire a low-maintenance, high-demand, income-generating asset in one of the region’s most reliable STR markets. Windsor Hills is a purpose-built resort community offering amenities for all ages while remaining less than five minutes from Walt Disney World—making it an ideal choice for families and groups seeking affordable luxury in a prime location.
Facts & features
The home at a glance
5
Bedrooms
5
Bathrooms
2,297
Sqft
0.17 ac
Lot size
2
Garage
2007
Year built
Two
Levels
$296
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.
$4,827 /mo · 10% down Conventional, 30-yr fixed at 6%
The assumptions
Above the FHA loan limit for our service areas, so Conventional is the default. VA buyers: switch below — $0 down.
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
FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.
Estimated payment
$4,827/mo
Includes estimated PMI — it drops off once you reach 20% equity. 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
+6.6%
$/sqft vs Kissimmee actives
$296 vs $209
Days on market
1 vs 55 typical
Where $296/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 Windsor Hills, 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 Windsor Hills
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Windsor Hills is a short-term-rental community. See the full guide →
Windsor Hills — neighborhood snapshot
Population
686
Median age
31
Median income
$92,154
Median home value
$297,100
Avg household
4
Households w/ children
78%
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)
183 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 70% above the KISSIMMEE 34747 median. See the full Kissimmee market guide →
Paper trail
This home's history
Reality check
What actually sold near 7777 TEASCONE BOULEVARD
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Dec ’25$650,000
2615 ARCHFELD BOULEVARD · same community
6 bd · 4 ba · 2,812 sqft · $231/sqft · 7 DOM
Sold · Jul ’26$470,000
2249 WYNDHAM PALMS WAY
5 bd · 3.5 ba · 2,255 sqft · $208/sqft · 7 DOM
Sold · Sep ’25$495,000
8016 KING PALM CIRCLE
5 bd · 3.5 ba · 2,255 sqft · $220/sqft · 474 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
Sean Riebau
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 7777 TEASCONE BOULEVARD — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 7777 TEASCONE BOULEVARD — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to Sean's phone and CRM.
Straight answers
7777 TEASCONE BOULEVARD FAQs
What would the monthly payment be for 7777 TEASCONE BOULEVARD?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $4,827/mo — principal and interest, the actual property-tax bill, the $172/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 7777 TEASCONE BOULEVARD?+
The association fee works out to $172 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 7777 TEASCONE BOULEVARD?+
The most recent tax bill on record (2025) was $6,917. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Can 7777 TEASCONE BOULEVARD be rented short-term?+
Yes — this home sits inside Windsor Hills, 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 7777 TEASCONE BOULEVARD?+
The listing reports pets: No. 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 $679,000, this home is listed about 79% above the Kissimmee median of $379,000. The market section on this page shows how the area is trending.
Which schools are assigned to 7777 TEASCONE BOULEVARD?+
Celebration High School (high), Westside K-8 School (elementary) — Osceola County School District. Always verify school assignments with the district before relying on them.
The brief
Four things that matter here
01Positioned at the premium end
$679,000 runs 70% above the KISSIMMEE 34747 median — but at 2,297 sqft it's also 26% larger than the typical Kissimmee listing.
02Zoned for nightly rentals
Windsor Hills is one of the communities zoned to allow true short-term rentals — nightly income could change the math on this purchase entirely. Ask for the free rental analysis below.
03Your own pool
A private pool — the feature Florida buyers ask for first, already in the ground and included in the price.
04Fresh on the market
Only 1 day on market in a Kissimmee market that averages 55 — if it fits, move quickly.
Keep looking
Similar homes nearby
Listing courtesy of FRONTLINE FLORIDA REALTY, INC. · Alan Martin. MLS #S5154949.
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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