
1756 TANGLEWOOD DRIVE, KISSIMMEE, FL, 34746
Active60 days on marketListed Jun 9, 2026MLS #O6415364
About this home
1756 TANGLEWOOD DRIVE
Welcome to this truly unique and versatile property nestled in Kissimmee, Florida, offering three separate living units, modern upgrades throughout, and incredible income-producing potential. The main residence is a spacious 3-bedroom, 1-bathroom home with a flexible layout that can easily be converted into a 4-bedroom, 2-bathroom home to suit your needs. Step inside and you’ll immediately notice the modern stone countertops that anchor the fully renovated interior, blending timeless style with everyday functionality. Enjoy Florida living at its finest from the fully enclosed screened-in porch, perfect for relaxing or entertaining year-round. Attached to the main home are two private 1-bedroom, 1-bathroom apartment units, each complete with their own kitchenette, ideal for rental income, extended family, or guest accommodations. Live in one unit and let the others pay your mortgage, or maximize your returns by renting all three. The property sits on a full acre of beautifully maintained land surrounded by mature trees that provide natural shade and privacy. The lot is fully fenced for security and seclusion, and features a large U-shaped driveway with ample parking for residents and guests alike. The home also includes a whole-house water purification system, ensuring clean, high-quality water throughout every unit on the property. Whether you’re an investor looking for a strong cash-flowing asset or a homeowner seeking space, privacy, and flexibility, this one checks every box. Opportunities like this don’t last, so schedule your showing today!
Facts & features
The home at a glance
5
Bedrooms
2,532
Sqft
1 ac
Lot size
2
Garage
1986
Year built
$237
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 — not generic estimates.
$3,932 /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
$3,932/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.
$/sqft vs Kissimmee actives
$237 vs $209
Days on market
60 vs 52 typical
Where $237/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 Forest, 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 Forest
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Forest is a short-term-rental community. See the full guide →
Forest — neighborhood snapshot
Population
780
Median age
40
Median income
$87,718
Median home value
$388,400
Avg household
3
Households w/ children
86%
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)
173 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 73% above the KISSIMMEE 34746 median. See the full Kissimmee market guide →
Paper trail
This home's history
Reality check
What actually sold near 1756 TANGLEWOOD DRIVE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Jun ’26$539,000
1845 TANGLEWOOD DRIVE · same community
4 bd · 2.5 ba · 2,616 sqft · $206/sqft · 6 DOM
Sold · Jul ’26$460,000
2064 STARFLOWER LANE
4 bd · 3.5 ba · 2,516 sqft · $183/sqft · 45 DOM
Sold · Aug ’25$484,990
4110 GOOSEBERRY TRL
4 bd · 4 ba · 2,513 sqft · $193/sqft · 0 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
David Ramirez
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 1756 TANGLEWOOD DRIVE — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 1756 TANGLEWOOD DRIVE — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to David's phone and CRM.
Straight answers
1756 TANGLEWOOD DRIVE FAQs
What would the monthly payment be for 1756 TANGLEWOOD DRIVE?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $3,932/mo — principal and interest, the actual property-tax bill 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.
What are the property taxes on 1756 TANGLEWOOD DRIVE?+
The most recent tax bill on record (2025) was $3,716. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Can 1756 TANGLEWOOD DRIVE be rented short-term?+
Yes — this home sits inside Forest, 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.
How does the price compare to other homes in Kissimmee?+
At $599,900, this home is listed about 58% above the Kissimmee median of $379,000. The market section on this page shows how the area is trending.
Which schools are assigned to 1756 TANGLEWOOD DRIVE?+
Pleasant Hill Elementary School (elementary), Horizon Middle School (middle), Liberty High School (high) — 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
$599,900 runs 73% above the KISSIMMEE 34746 median — but at 2,532 sqft it's also 40% larger than the typical Kissimmee listing.
02Zoned for nightly rentals
Forest 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.
04The price has already moved
Listed at $619,900, now $599,900 — a $20K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of THE WILKINS WAY LLC · Kevin Kelly. MLS #O6415364.
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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