8321 GREENBANK BOULEVARD, WINDERMERE, FL, 34786
Active13 days on marketListed Aug 3, 2026MLS #O6430251
About this home
8321 GREENBANK BOULEVARD
Move in Ready! Spacious 4 Bed + 3.5 Bath home situated along conservation area on quiet cul-de-sac in GATED Preserve at Lakes of Windermere. The nearly 3,150 sq/ft of living area features a beautiful kitchen w/ stainless steel appliances + eat-in island, and includes formal living and dining rooms as well. The primary suite is also located on the first level while the 3 guest bedrooms are upstairs (one is en-suite + 2 have conservation views). There is also a spacious loft on the 2nd level that is great for movie or game nights! Lovely front porch is perfect for reading your favorite book & the rear patio offers peaceful water + nature views! Residents can also enjoy access to the community pool, playground, & park with walking path + gazebo. 3-car garage has lots of space for all your vehicles or extra storage needs. Very close to the Disney Theme Parks - you can even see the fireworks & hear the train from Magic Kingdom! Disney University and great shops/restaurants at Disney Springs and along 535 in Windermere are also close by! About 30 minutes to Downtown Orlando and The Airport.
Facts & features
The home at a glance
4
Bedrooms
3.5
Bathrooms
3,148
Sqft
0.18 ac
Lot size
3
Garage
2005
Year built
Two
Levels
$1
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Principal and interest plus estimated taxes and insurance. Run your own numbers below.
$185 /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
$185/mo
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
$1 vs $341
Days on market
13 vs 48 typical
Where $1/sqft sits among the 234 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
Zoned & eligible
Projected nightly rate, occupancy and annual revenue for this exact home.
Long-term rental
$3,000/mo median
Live Windermere rental listing data — this home’s rate depends on size, condition and furnishing.
Where it sits
Inside Lakeside Village
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
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
$875K → $840K
Windermere median sold, yr/yr
96.5%
Sale-to-list ratio (12 mo)
112 of 234
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
Reality check
What actually sold near 8321 GREENBANK BOULEVARD
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$753,000
11919 GOLD CREEK TRAIL
4 bd · 3.5 ba · 3,102 sqft · $243/sqft · 0 DOM
Sold · Mar ’26$780,000
8778 PEACHTREE PARK COURT
4 bd · 3.5 ba · 3,235 sqft · $241/sqft · 120 DOM
Sold · May ’26$860,000
8415 VIVARO ISLE WAY
4 bd · 3 ba · 3,038 sqft · $283/sqft · 2 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
Yumiko Sugawara
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 8321 GREENBANK BOULEVARD — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 8321 GREENBANK BOULEVARD — before you fall in love.
See it in person
Schedule a tour
Live availability from Yumiko's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
8321 GREENBANK BOULEVARD FAQs
What would the monthly payment be for 8321 GREENBANK BOULEVARD?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $185/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 8321 GREENBANK BOULEVARD 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 8321 GREENBANK BOULEVARD?+
The listing reports pets: Breed Restrictions, Pet Deposit, 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 $3,500, this home is listed about 100% below the Windermere median of $1,089,500. The market section on this page shows how the area is trending.
Which schools are assigned to 8321 GREENBANK BOULEVARD?+
Horizon West Middle (middle), Bay Lake Elementary (elementary), 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
$3,500 is 100% below the WINDERMERE 34786 median of $749,000, and at $1/sqft it sits under the Windermere average of $454.
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.
03Trees/Woods & Water views
The trees/woods and water view is part of what you're buying — views hold value independently of the structure.
04Strong assigned schools
Horizon West Middle, Bay Lake Elementary, Windermere High — Horizon West Middle rates 4 of 5. Always verify assignments with the district.
Keep looking
Similar homes nearby
Listing courtesy of ROMAN REALTY GROUP, LLC · Brian Lemay. MLS #O6430251.
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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