Zumper
modified
5+ Days Ago

Highlights

  • Pet Friendly
  • Swimming pool
  • Playground
  • Breakfast bar
  • State-of-the-art fitness center
  • Bbq area
  • Dual sink vanity

Location

8256 Maritime Flag St, Windermere, FL 34786, USA
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Contact

Management

Florida Landlords

Leasing office

(844) 326-7387 ext. 7638

Property Overview

Lakesides at Lakes of Windermere achieves an impressive Zumper expert rating of 8.4 out of 10, reflecting its excellent balance of pricing and value at a perfect score of 10. The property features noteworthy amenities such as a swimming pool, state-of-the-art fitness center, and playground, contributing to its amenities rating of 8 out of 10. Its prime location, with a rating of 9, ensures easy access to schools and local attractions, while a trustworthiness rating of 8 underscores transparency in its description and management.

This summary uses Zumper’s proprietary data. “Zumper Expert Ratings” and “Things you’ll love” are based on our internal analyses of market trends and renter insights.

Zumper Expert Rating

8.4
Very Good
With a solid 8.4 out of 10 overall, Lakesides at Lakes of Windermere is a great option for renters. While some aspects, like Quality, might not be as distinguished as other properties nearby, Lakesides at Lakes of Windermere has a number of attractive features—namely its Price— so you can be assured your rent will come with a high standard of living.

Things you’ll love

  • Elementary school nearby
  • High school nearby
  • Less expensive

Floor plans

Lakesides at Lakes of Windermere - 204-1...3 bed2 bath1,332 sqft$1,950 /moWelcome to Lakeside at Lakes of Windermere resort style community. This community is offering elevators in every building, swimming pool, sand volleyball court, state-of-the-art fitness center, playground, large community clubhouse, BBQ area & cozy outdoor fireplace! The condo features contemporary 3BR/2BA split floor plan with ceramic tile flooring in entry, kitchen and baths. Master suite features walk-in master closets, separate linens closet, garden tub and dual sink vanity. The kitchen has pantry, and breakfast bar. Approximate driving miles to: Disney-2.7, Universal 10.8, Sea World-9.7, Orlando Int'l Airport-24.9, Restaurant Row-10.4, Fowlers Grove-6.4, Premium Outlets (Vineland)-8.8 miles, The Mall at Millenia-11.7, Premium Outlet Mall(International Drive)-13.2, Grand Cypress Golf Course-5.5, Orange County National Golf Center-5.9, Bay Hill Golf Club-9.9-. Schedule your showing today!

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Amenities for Lakesides at Lakes of Windermere

Building

Cats OKDogs OK

Grounds

Storage
Units, floor plans, amenities, dimensions, details, availability, and prices may be approximate and subject to change. Please contact a community representative for more information.

Policies and fees

Applicants

Applicants

One-time.

Contact Property

REQUIRED FEES

Security Deposit

One-time.

Contact Property

Base Rent

Monthly rent payment

$1,950

OPTIONAL FEES

Dog Policy

Allowed
Limit1

Cat Policy

Allowed
Limit1

Cat

Pet Rent

Monthly. 1 cat max.

Contact Property

Dog

Pet Rent

Monthly. 1 dog max.

Contact Property

Questions about this property’s policies and fees?

Building details

Property details

Units1
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About Lakesides at Lakes of Windermere

HomeApartments in Windermere Lakesides at Lakes of Windermere

Welcome to Lakeside at Lakes of Windermere resort style community. This community is offering elevators in every building, swimming pool, sand volleyball court, state-of-the-art fitness center, playground, large community clubhouse, BBQ area & cozy outdoor fireplace! The condo features contemporary 3BR/2BA split floor plan with ceramic tile flooring in entry, kitchen and baths. Master suite features walk-in master closets, separate linens closet, garden tub and dual sink vanity. The kitchen has pantry, and breakfast bar. Approximate driving miles to: Disney-2.7, Universal 10.8, Sea World-9.7, Orlando Int'l Airport-24.9, Restaurant Row-10.4, Fowlers Grove-6.4, Premium Outlets (Vineland)-8.8 miles, The Mall at Millenia-11.7, Premium Outlet Mall(International Drive)-13.2, Grand Cypress Golf Course-5.5, Orange County National Golf Center-5.9, Bay Hill Golf Club-9.9-. Schedule your showing today!


Zumper Expert Rating

Our expert rating is based on a weighted average score of property attributes that renters care about most: price, amenities, location, quality, and trust.
8.4
/10
Very Good
With a solid 8.4 out of 10 overall, Lakesides at Lakes of Windermere is a great option for renters. While some aspects, like Quality, might not be as distinguished as other properties nearby, Lakesides at Lakes of Windermere has a number of attractive features—namely its Price— so you can be assured your rent will come with a high standard of living.
How we rated Lakesides at Lakes of Windermere
Price·10A score that weighs the cost and location of the property, which we calculate by comparing rent prices of recent units to the median price of nearby rentals, adjusting for overall quality and features.
Lakesides at Lakes of Windermere offers an excellent balance between price and value. It's priced competitively for its amenities, location, and other key features. Compared to the median price per bedroom in the area, this property is less than, or about the same as, nearby rentals, so residents can expect great value without too many compromises on their desired standard of living.
Amenities·8A score based on the amenities offered at this property compared to other rentals in the area. We consider the quantity, quality, and popularity of features both on site and within the units.
With multiple in-demand amenities, Lakesides at Lakes of Windermere is committed to enhancing the renting experience. And while it may have fewer total conveniences and features than similar rentals nearby, it remains a top choice for renters wanting an specific standard of living.
Location·9A score based on proximity and ease of access to shops, restaurants, schools, and public transportation while considering the desirability of the area.
Lakesides at Lakes of Windermere is exceptional when it comes to location and conveniences. Communication with management or leasing staff is usually quick and easy and they often use advanced scheduling and communication tools to streamline the process. The location of this property offers easy access to popular points of interest in the area and options for getting around.
Quality·6A score based on what makes the property stand out, such as luxury features, unique offerings, age of the building, and our ability to verify the accuracy of these details.
While Lakesides at Lakes of Windermere does not have many hallmark characteristics to highlight, it has some qualities and features that will resonate with a broad range of renters.
Trustworthiness·8A score based on the accuracy, completeness, recency, and usefulness of the information provided by this property, so you can trust that what you see is what you get.
The level of transparency this property provides distinguishes it as a great rental. With a high attention to detail and desirable features, renters can be sure they will get an accurate picture of their potential new home.

Property highlights

We compared every listing in the surrounding area to determine which amenities are most common. If a building lacks an amenity that most others in the area have, it is a con. If a building has an amenity most others in the area do not, it is a pro. Similarly, price, schools, and size are calculated relative to the size, price, and distance to schools of the other properties nearby.

How Lakesides at Lakes of Windermere compares to other nearby properties.

Positives

Elementary school nearby
There is an elementary school 1 mile away
High school nearby
There is a high school 3 miles away
Less expensive
The 3-bedrooms are cheaper than other similar listings nearby
Middle school nearby
There is a middle school 4 miles away
Images Available
There are at least 10 photos of this address

Considerations

Grow a garden indoors
A balcony, backyard, or shared outdoor space isn't available
No in-unit dishwasher
Dishwashers aren't available

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Rent trends in Windermere

3-bedroom apartments at Lakesides at Lakes of Windermere cost about 24% less than the average rent price for 3-bedroom apartments in Windermere.

Median rents as of Oct 18 2025.
Windermere
A table of 1-bedroom apartment rental data trends in Windermere
MonthMedian Rent
November 2023$1,486
December 2023$1,647
January 2024$1,727
February 2024$1,791
March 2024$1,751
April 2024$1,652
May 2024$1,710
June 2024$1,595
July 2024$1,495
August 2024$1,626
September 2024$1,686
October 2024$1,633
November 2024$1,649
December 2024$1,725
January 2025$1,683
February 2025$1,661
March 2025$1,638
April 2025$1,584
May 2025$1,599
June 2025$1,603
July 2025$1,656
August 2025$1,553
September 2025$1,549
October 2025$1,570

Affordability calculator

Can I afford to live at 8256 Maritime Flag St?

Bedrooms

3 bedrooms

Rent-to-income ratio

30%

Slide to adjust the percentage of your monthly income you are willing to spend on rent.
The general rule of thumb is to spend around 30% or less of your income on rent.
Recommended income

$78,000/yr

With your selected rent-to-income ratio, you'd ideally want to make $78,000 annually to afford this 3-bedrooms monthly rent price of $1,950.
For more information on rent affordability, visit our rent calculator.

Schools near Lakesides at Lakes of Windermere

Sunset Park Elementary School

12050 overstreet rd

windermere, FL, 34786

K-5Public
A-

Millennia Gardens Elementary School

3515 gardens ridge way

orlando, FL, 32839

PK, K-5Public
C

Magnolia School

1900 matterhorne dr

orlando, FL, 32818

PK, K-12Public

Silver Pines Academy

4000 silver star rd

orlando, FL, 32808

PK, K-12Public

OCVS Virtual Franchise

1600 silver star rd

orlando, FL, 32804

K-12Public
A-
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Internet available near Lakesides at Lakes of Windermere

Neighborhood

NEIGHBORHOOD VIBE
Peaceful and quiet
Noise-canceling headphones not required in this mostly noise free area.

Getting around Windermere near 8256 Maritime Flag St

Walking

4/10
Fewer daily needs are within walking distance (unless you’re up for a challenge).

Driving

8/10
Commuting is easy with multiple accessible routes and plenty of parking.

Cycling

6/10
More spots are within biking distance and some roads are cyclist-friendly.

Transit

0/10
FYI, there are little to no public transit options within walking distance.

Points of interest for 8256 Maritime Flag St, Windermere

Groceries

7/10
At least one supermarket within a 15-minute walk

Shopping

3/10
Some shops within walking distance

Cafes

6/10
Some cafés within a few minutes’ walk

Restaurants

4/10
Some restaurants within a few minutes’ walk

Primary schools

5/10
At least one elementary school within a 20-minute walk

High schools

2/10
At least one high school within a 30-minute walk

Parks

3/10
Limited amount of park space nearby

Nightlife

3/10
Some bars within walking distance

Explore the area around 8256 Maritime Flag St

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5865 Winter Garden Vineland Rd
Publix
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Trader Joe's
8323 W Sand Lake Rd

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