8256 MARITIME FLAG STREET UNIT 305, WINDERMERE, FL, 34786
Active11 days on marketListed Sep 9, 2026MLS #O6440608
About this home
8256 MARITIME FLAG STREET UNIT 305
Welcome to Lakeside of Windermere, the sought out community conveniently located across from shopping plazas which provide Publix Grocery, restaurants and shops. Enjoy top quality amenities including resort swimming pool, fitness center, clubhouse, playground, outdoor beach volleyball, and fishing pier on Lake Burden. This condo is in a highly desirable area of Windermere, just minutes from Disney World, Universal Orlando, and SeaWorld and A-rated schools. This Large 3 Bedroom 2 Bath Condo is FURNISHED and includes an Open/Split Bedroom(s) Floor Plan on the Third floor with private screened patio and elevator access. Equipped with Stainless Steel Appliances, Granite Tops, brand new engineered Luxury Wood Floors throughout the bedrooms, and a full-size washer and dryer. Water, daily valet trash, and 24-hour security included. The new Tenant guideline follows HOA approval process: background check required with an application fee of $100 per person occupying the unit for anyone over 18 years of age and to attend HOA orientation. Owner/Landlord require NO PETS/NO SMOKING.
Facts & features
The home at a glance
3
Bedrooms
2
Bathrooms
1,332
Sqft
0.37 ac
Lot size
2009
Year built
One
Levels
$2
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.
$178 /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
$178/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
$2 vs $337
Days on market
11 vs 48 typical
Where $2/sqft sits among the 223 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.
Where it sits
Inside Lakeside At Lakes Of Windermere
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Windermere. See the full Windermere guide →
Lakeside At Lakes Of Windermere — neighborhood snapshot
Population
400
Median age
38
Median income
$87,571
Median home value
$388,900
Avg household
3
Households w/ children
75%
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)
117 of 223
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 8256 MARITIME FLAG STREET UNIT 305
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · May ’26$305,000
11434 JASPER KAY TERRACE UNIT 1120 · same community
3 bd · 2 ba · 1,332 sqft · $229/sqft · 63 DOM
Sold · Jul ’26$280,000
8179 MARITIME FLAG STREET UNIT 206 · same community
3 bd · 2 ba · 1,332 sqft · $210/sqft · 3 DOM
Sold · Jan ’26$300,000
8180 BOAT HOOK LOOP UNIT 321 · same community
3 bd · 2 ba · 1,442 sqft · $208/sqft · 7 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
Cindy Fernandez
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 8256 MARITIME FLAG STREET UNIT 305 — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 8256 MARITIME FLAG STREET UNIT 305 — before you fall in love.
See it in person
Schedule a tour
Live availability from Cindy's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
8256 MARITIME FLAG STREET UNIT 305 FAQs
What would the monthly payment be for 8256 MARITIME FLAG STREET UNIT 305?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $178/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.
Are pets allowed at 8256 MARITIME FLAG STREET UNIT 305?+
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 $2,550, 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 8256 MARITIME FLAG STREET UNIT 305?+
Horizon West Middle (middle), Sunset Park Elementary (elementary), Windermere High (high) — Orange County School District. Always verify school assignments with the district before relying on them.
The brief
Three things that matter here
01Under the WINDERMERE 34786 market on paper
$2,550 is 100% below the WINDERMERE 34786 median of $680,000, and at $2/sqft it sits under the Windermere average of $448.
02Water views
The water view is part of what you're buying — views hold value independently of the structure.
03Strong assigned schools
Horizon West Middle, Sunset Park Elementary, Windermere High — Horizon West Middle rates 4 of 5. Always verify assignments with the district.
Keep looking
Similar homes nearby
Listing courtesy of IAD REAL ESTATE · Melody Niederst. MLS #O6440608.
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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