Eric Chery
Short-Term Rental Eligible
$2,7503 bd2.5 ba1,547 sqft$2 /sqft$180 /mo all-in ↓

9031 LEGADO DRIVE, WINDERMERE, FL, 34786

Active72 days on marketListed May 11, 2026MLS #O6404941

Priced 100% below the WINDERMERE 34786 medianEst. $43K/yr short-term rental revenueTownhouseLEGADO

About this home

9031 LEGADO DRIVE

Beautiful two-story home with stunning lake views in the desirable Legado community! This well-maintained residence features 3 spacious bedrooms, 2 full bathrooms, and 1 half bath, offering comfort and functionality in an excellent location. Enjoy a charming front entry with a landscaped garden and a private outdoor space overlooking the lake — perfect for relaxing and enjoying the view. The home offers an open-concept kitchen equipped with appliances, wood cabinetry, and a spacious countertop, ideal for everyday living and entertaining. Large windows throughout bring in plenty of natural light. The primary suite is generously sized and features a private bathroom with dual sinks and a walk-in closet. Additional highlights include a 2-car garage and plenty of storage space. Located in the sought-after Legado community, residents enjoy HOA amenities including a community pool, playground, park areas, walking sidewalks, and beautifully maintained common areas. Conveniently located near Disney World, Horizon West shopping and dining, Hamlin Town Center, Winter Garden Village, major highways such as SR-429 and Florida’s Turnpike, and zoned for some of the top-rated schools in Orange County. Don’t miss this incredible rental opportunity!

Facts & features

The home at a glance

3

Bedrooms

2.5

Bathrooms

1,547

Sqft

0.06 ac

Lot size

2

Garage

2022

Year built

Two

Levels

$2

Per sqft

Inside

FlooringCarpet · Ceramic Tile · Vinyl
AppliancesDishwasher · Dryer · Microwave · Range · Refrigerator · Washer
InteriorCeiling Fan(s) · Eating Space In Kitchen · Kitchen/Family Room Combo · Living Room/Dining Room Combo · Open Floorplan · PrimaryBedroom Upstairs · Solid Wood Cabinets · Stone Counters · Thermostat · Walk-In Closet(s)
LaundryInside · Laundry Room
CoolingCentral Air
HeatingCentral

Outside & construction

ParkingGarage Door Opener
ExteriorBalcony · Garden · Lighting · Sidewalk

Community & fees

PetsNo
CommunityClubhouse · Park · Playground · Pool · Sidewalks

Utilities & systems

UtilitiesBB/HS Internet Available · Cable Available · Electricity Available · Sewer Available · Water Available

The numbers

What it really costs

Principal and interest plus estimated taxes and insurance. Run your own numbers below.

$180 /mo · 3.5% down FHA, 30-yr fixed at 6%

Principal & interest$16
FHA mortgage insurance (est.)$1
Est. property taxes (1.1%/yr)$3
Insurance (FL estimate)$160

The assumptions

Loan typeFHADown payment3.5% · $96Loan30-yr fixed at 6%Mortgage insuranceIncludedTaxesEstimated at 1.1%/yrInsuranceFlorida estimate

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

Andrew Acosta

Acosta Home Loans with PRMG · NMLS #1468866

Run your own numbers

Loan type
Down payment3.5% · $96
Interest rate6.00%
Loan term

Estimated payment

$180/mo

Principal & interest$16
FHA mortgage insurance (est.)$1
Est. property taxes$3
Est. insurance$160

Includes FHA mortgage insurance and the financed 1.75% upfront premium. Estimates only — taxes at 1.1%/yr and typical insurance; 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 Windermere actives

$2 vs $349

Days on market

72 vs 32 typical

Where $2/sqft sits among the 239 Windermere actives

0 · this home
130
54
29
9
17
$2–190$190–378$378–566$566–754$754–942$942+

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 Lakeside Village, 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 · projected

$42,692/yr gross

Avg nightly rate$263
Occupancy (comp set)45%
CommunityLakeside Village
Fine-tuned for this homePrepared free by our team
Get the free rental analysis

Projected nightly rate, occupancy and annual revenue for this exact home.

Long-term rental

$3,100/mo median

MarketWindermere
Annual gross at median$37,200
Gross yield on this price1352.7%
Homes for rent right now82

Live Windermere rental listing data — this home’s rate depends on size, condition and furnishing.

The Windermere short-term market

▼ Softening

37%

Occupancy

▼ 29% yr/yr

$218

Avg nightly rate

▼ 17% yr/yr

$16K/yr

Revenue per listing

$80

RevPAR

43 days

Booking lead time

5.2 nights

Avg stay

14

Typical min nights

19

Active rentals

▲ 5% supply

Seasonality — monthly occupancy

Peaks at 53% in Mar · bottoms at 28% in Jan

28%
36%
53%
30%
37%
32%
45%
31%
38%
37%
43%
37%
JanFebMarAprMayJunJulAugSepOctNovDec

Last 12 months of data, January–December, bars scaled to the seasonal peak. Market-wide averages across all home sizes in Windermere — the projection above is specific to this home’s size.

Where it sits

Inside Lakeside Village

Map of 9031 LEGADO DRIVE inside its neighborhood boundary

Lakeside Village is a short-term-rental community. See the full guide →

Lakeside Village — neighborhood snapshot

Population

19,390

Median age

36

Median income

$123,605

Median home value

$489,452

Avg household

3

Households w/ children

2,897

For the school run

Orange County School District

ElementaryBay Lake Elementary★★★★
MiddleHorizon West Middle★★★★
HighWindermere High★★★★

School assignments and ratings via edgeAI — always verify with the district.

The numbers that matter

The Windermere market

Seller’s marketBalanced5.5 months of inventoryBuyer’s market

$839K$1.0M

Windermere median sold, yr/yr

96.4%

Sale-to-list ratio (12 mo)

114 of 239

Windermere actives have cut their price

Median sold price, Windermere, trailing 36 months (3-month rolling) · live MLS data.

This home is listed 100% below the WINDERMERE 34786 median. See the full Windermere market guide →

Paper trail

This home's history

May 11, 2026Listed at $2,750 · 72 days on market since
2022Built · LEGADO

Reality check

What actually sold near 9031 LEGADO DRIVE

Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.

9055 LEGADO DRIVESold · Jul ’26

$425,000

9055 LEGADO DRIVE · same community

3 bd · 2.5 ba · 1,584 sqft · $268/sqft · 3 DOM

8942 MATRIARCA ALYSold · Oct ’25

$432,500

8942 MATRIARCA ALY · same community

3 bd · 2.5 ba · 1,686 sqft · $257/sqft · 38 DOM

8937 MATRIARCA ALLEYSold · Apr ’26

$435,000

8937 MATRIARCA ALLEY · same community

3 bd · 2.5 ba · 1,730 sqft · $251/sqft · 154 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.

Eric Chery

Your agent

Eric Chery

Real Estate Agent · CENTURY 21 Edge

Tours, negotiation, and every question about 9031 LEGADO DRIVE — start here.

Andrew Acosta

Your lender

Andrew Acosta

Acosta Home Loans with PRMG · NMLS #1468866

Pre-approval, rates, and the real monthly number for 9031 LEGADO DRIVE — before you fall in love.

See it in person

Schedule a tour

Pick a day that works — this goes straight to Eric's phone and CRM.

Goes straight to Eric’s phone and CRM.

Straight answers

9031 LEGADO DRIVE FAQs

What would the monthly payment be for 9031 LEGADO DRIVE?+

With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $180/mo — principal and interest, estimated property taxes 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.

Can 9031 LEGADO DRIVE be rented short-term?+

Yes — this home sits inside Lakeside Village, 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 9031 LEGADO DRIVE?+

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 Windermere?+

At $2,750, this home is listed about 100% below the Windermere median of $1,099,500. The market section on this page shows how the area is trending.

Which schools are assigned to 9031 LEGADO DRIVE?+

Bay Lake Elementary (elementary), Horizon West Middle (middle), Windermere High (high) — Orange County School District. Always verify school assignments with the district before relying on them.

The brief

Four things that matter here

01Under the WINDERMERE 34786 market on paper

$2,750 is 100% below the WINDERMERE 34786 median of $824,900, and at $2/sqft it sits under the Windermere average of $447.

02Zoned for nightly rentals

Lakeside Village 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.

03Time on market is leverage

72 days on market against a Windermere median of 32 — sellers in this position are usually ready to negotiate.

04Strong assigned schools

Bay Lake Elementary, Horizon West Middle, Windermere High — Bay Lake Elementary rates 4 of 5. Always verify assignments with the district.

Listing courtesy of WRA BUSINESS & REAL ESTATE · Moniele Coelho. MLS #O6404941.

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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