
12929 WESTSIDE VILLAGE LOOP, WINDERMERE, FL, 34786
Active33 days on marketListed Jun 17, 2026MLS #O6417680
About this home
12929 WESTSIDE VILLAGE LOOP
Virtually Staged. Enjoy the best of Central Florida living in a highly sought-after neighborhood, just minutes from local schools, shopping, great restaurants, and magic of Disney. This 5-bedroom, 4.5-bathroom pool home is clean, well-maintained, and ready for move-in, featuring a freshly painted interior along with a newly painted exterior stucco, patio, and doors. THE FIRST FLOOR Walking in from the two-car garage and paver driveway, the covered front porch opens into a bright floorplan with high ceilings and tile floors. Right off the entrance is a formal sitting room that works perfectly as a quiet reading nook or music space. Down the hall, there's a convenient half-bath and a coat closet, leading into a large formal dining room made for family dinners. The kitchen connects right to the family room and comes with a large island and breakfast bar, plenty of counter and cabinet space, a big pantry, stainless steel appliances, recessed lighting, and a hidden back scullery. Tucked away at the back of the main floor is a guest bedroom and full bath, which is great for a mother-in-law suite or a playroom. THE SECOND FLOOR Upstairs, a large loft gives you a flexible second living area or media space. The laundry room is also on this level, making laundry a lot easier. The primary suite is set apart for privacy and includes separate individual vanities, a soaking tub, a glass shower, and a walk-in closet big enough to be a small room on its own. On the left side of the house, bedrooms 3 and 4 share a Jack-and-Jill bathroom. Across the way, bedroom 5 sits directly next to the home's fourth full bath. OUTDOOR LIVING Out back, the home looks out over a quiet pond. The covered, screened patio leads to a heated pool, giving you a great spot to hang out during the day and watch the nightly Disney fireworks from your own backyard
Facts & features
The home at a glance
5
Bedrooms
4.5
Bathrooms
4,043
Sqft
0.13 ac
Lot size
2
Garage
2017
Year built
Two
Levels
$230
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.
$6,784 /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
$6,784/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
−41.8%
$/sqft vs Windermere actives
$230 vs $347
Days on market
33 vs 32 typical
Where $230/sqft sits among the 235 Windermere 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 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
$69,161/yr gross
Projected nightly rate, occupancy and annual revenue for this exact home.
Long-term rental
$3,100/mo median
Live Windermere rental listing data — this home’s rate depends on size, condition and furnishing.
The Florida short-term market
▼ Softening37%
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
Last 12 months of data, January–December, bars scaled to the seasonal peak. Market-wide averages across all home sizes in Florida — the projection above is specific to this home’s size.
Where it sits
Inside Lakeside Village
Drive times from this address
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
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Windermere market
$839K → $1.0M
Windermere median sold, yr/yr
96.4%
Sale-to-list ratio (12 mo)
115 of 235
Windermere actives have cut their price
Median sold price, Windermere, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 16% above the WINDERMERE 34786 median. See the full Windermere market guide →
Paper trail
This home's history
Reality check
What actually sold near 12929 WESTSIDE VILLAGE LOOP
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Sep ’25$700,000
12779 WESTSIDE VILLAGE LOOP · same community
5 bd · 3.5 ba · 3,689 sqft · $190/sqft · 48 DOM
Sold · Mar ’26$1,274,000
12779 WESTSIDE VILLAGE LOOP · same community
5 bd · 3.5 ba · 3,689 sqft · $345/sqft · 5 DOM
Sold · Oct ’25$735,000
12821 WESTSIDE VILLAGE LOOP · same community
5 bd · 3.5 ba · 3,689 sqft · $199/sqft · 15 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
Eric Chery
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 12929 WESTSIDE VILLAGE LOOP — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 12929 WESTSIDE VILLAGE LOOP — 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.
Straight answers
12929 WESTSIDE VILLAGE LOOP FAQs
What would the monthly payment be for 12929 WESTSIDE VILLAGE LOOP?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $6,784/mo — principal and interest, the actual property-tax bill, the $133/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 12929 WESTSIDE VILLAGE LOOP?+
The association fee works out to $133 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 12929 WESTSIDE VILLAGE LOOP?+
The most recent tax bill on record (2025) was $13,487. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Can 12929 WESTSIDE VILLAGE LOOP 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 12929 WESTSIDE VILLAGE LOOP?+
The listing reports pets: Yes. 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 $930,000, this home is listed about 15% 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 12929 WESTSIDE VILLAGE LOOP?+
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
Five things that matter here
01Positioned at the premium end
$930,000 runs 16% above the WINDERMERE 34786 median — but at 4,043 sqft it's also 26% larger than the typical Windermere listing.
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.
03Your own pool
A private pool — the feature Florida buyers ask for first, already in the ground and included in the price.
04Strong assigned schools
Bay Lake Elementary, Horizon West Middle, Windermere High — Bay Lake Elementary rates 4 of 5. Always verify assignments with the district.
05The price has already moved
Listed at $950,000, now $930,000 — a $20K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of BEYCOME OF FLORIDA LLC · Steven Koleno. MLS #O6417680.
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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