8265 Maritime Flag St, Unit 101

Windermere, FL 34786

$2,050
Price
3
Beds
1,644 Sq. Ft.
$15 / Sq. Ft.
1,644
Sq. Ft.
$15
per Sq. Ft.

Description

Move right in! This beautiful 3-bedroom, 2.5-bath corner-unit townhouse is available for immediate move-in and offers the perfect combination of space, comfort, and community living. Step inside to a bright, open-concept layout where the spacious kitchen flows seamlessly into the dining and living areas—ideal for entertaining guests or unwinding at the end of the day. As a corner unit, the home enjoys added natural light and a more open feel. All three bedrooms are located upstairs, creating a private...Move right in! This beautiful 3-bedroom, 2.5-bath corner-unit townhouse is available for immediate move-in and offers the perfect combination of space, comfort, and community living. Step inside to a bright, open-concept layout where the spacious kitchen flows seamlessly into the dining and living areas—ideal for entertaining guests or unwinding at the end of the day. As a corner unit, the home enjoys added natural light and a more open feel. All three bedrooms are located upstairs, creating a private and peaceful retreat away from the main living areas. The home comes fully equipped with all major appliances, including a washer and dryer, so you can settle in with ease. Outside your door, enjoy resort-style amenities including a community pool, clubhouse, beach volleyball court, playground, BBQ area, and a scenic walking trail around the pond—perfect for evening strolls or weekend relaxation. Conveniently located near Publix, shopping, dining, and everyday essentials, and zoned for top-rated schools including New Horizon’s West Middle School and Windermere High School. The property includes one assigned parking space directly in front of the home, with additional guest parking nearby. This is a home that truly checks all the boxes—comfort, location, and lifestyle. Don’t miss out! Pets are Permitted! A maximum of 2 pets allowed as long as the combined weight is less than 50lbs. Breed restrictions
-Non-refundable pet fee of $250/each pet for small pet sizes. HOA approval is required prior to move-in
HOA application $100 each person aged 18 or over Tenant Liability Insurance Required
  1. Listed by Carissa Lawhun • Brokerage DRE #1030553 • FLORIDA REALTY INVESTMENTS
    P: (407)-207-2220 C: (407)-207-2220 shawntara@flarealtyinvestments.com

Property Details for 8265 Maritime Flag Street, Unit 101

Subdivision Name
LAKESIDE VILLAS
Waterfront
No
Furnished
Unfurnished
LISTING UPDATED: 02/18/2026 02:24 PM

Property Details for 8265 Maritime Flag Street, Unit 101

StatusActive
MLS #O6357575
Days on Market112
Rental Incentives-
Available Date01/15/2026
Lease Term-
Furnished-
Compass TypeRental
MLS TypeResidential Lease / Townhouse
Year Built2012
Lot Size0.02 AC / 899 SF
CountyOrange County

Location

Listing Courtesy of FLORIDA REALTY INVESTMENTS, Carissa Lawhun
Add your commute

Building Information for 8265 Maritime Flag Street, Unit 101

Building/Complex8265 Maritime Flag StFloor-Stories2Residences-Pet Policy-Pet Policy DetailsCats OK,Dogs OKYear Built2012Lot Size0.02 AC / 899 SF

Property Information for 8265 Maritime Flag Street, Unit 101

Summary
Location and General Information
  • Building Area Source: Appraiser
  • Building Area Total: 1644.0
  • Building Area Units: Square Feet
  • Building Name Number: LAKESIDE AT LAKES OF WINDERMER
  • Community Features: Park, Playground, Pool
  • Directions: Get on FL-417 S from University Blvd 6 min (2.2 mi) ? Continue on FL-417 S. Take FL-528 W/FL-528 Toll W to FL-535 N/S Apopka Vineland Rd. Exit from I-4 W 29 min (30.1 mi) ? Take Winter Garden Vineland Rd to Maritime Flag St in Lake Butler 13 min (7.0 mi) Use the right 2 lanes to turn right onto FL-535 N/S Apopka Vineland Rd (signs for Lake Buena Vista/Winter Garden) ? 0.5 mi Use the left 2 lanes to turn left onto Winter Garden Vineland Rd ? 6.3 mi Turn right onto Carlow Ct ? 476 ft Turn left onto Grander Dr ? 489 ft Turn right onto Maritime Flag St ? Destination will be on the left
  • Floor Number: 1
  • Mls Major Change Type: Price Decrease
  • Long Term YN: true
  • Senior Community: No
  • Unit Number: No
  • Street Number: 8265
  • Street Name: MARITIME FLAG
  • Street Suffix: STREET
  • Unit Number: 101
  • State: FL
  • City: WINDERMERE
Parking
  • Carport: No
  • Garage: No
Taxes and HOA Information
  • Additional Pet Fees: Maximum of 2 pets allowed as long as combined weight less than 50lbs. Breed restrictions -Non-refundable pet fee of $250/per pet for small pet sizes. -Non-refundable pet fee of $350/per pet for a bigger pet size.
  • Association Approval Fee: $100
  • Association Approval Required: Yes
  • Association Fee Requirement: Required
  • Association Name: Florida Realty Investments
  • Association: Yes
  • Number Of Pets: 2
  • Pet Fee Non Refundable: $250
  • Pet Size: Medium (36-60 Lbs.)
Virtual Tour
Property
Lot Information
  • Parcel Number: 312328479022201
  • Water Access: No
  • Water Extras: No
  • Living Area: 1644
Property and Assessments
  • Year Built Numeric: 2012
  • New Construction: No
  • Owner Pays: Trash Collection, Water
Interior and Exterior Features
Exterior Features
  • Levels: Two
  • Pool Private: No
  • Pool: Community
  • Pool Private: Yes
  • Security Deposit: $2,050
  • Waterfront Feet Total: 0
  • Number Of Stories: 2
Interior Features
  • Bedrooms Total: 3
  • Bathrooms Full: 2
  • Appliances: Dishwasher, Dryer, Freezer, Refrigerator, Washer
  • Cooling: Central Air
  • Heating: Central
  • Interior Features: Other
  • Laundry Features: Inside
  • Living Area Units: Square Feet
  • Room Count: 0.0
  • Water View: No
  • Bathrooms Half: 1
Rental
Rental Information
  • Pets Allowed: Cats OK, Dogs OK

Property History for 8265 Maritime Flag Street, Unit 101

DateEvent & SourcePriceAppreciation
Feb 18, 2026

Price Change

MFRMLS #O6357575

$2,050—
Jan 15, 2026

Price Change

MFRMLS #O6357575

$2,250—
Dec 9, 2025

Price Change

MFRMLS #O6357575

$2,300—
Nov 3, 2025

Price Change

MFRMLS #O6357575

$2,250—
Nov 3, 2025

Listed (Active)

MFRMLS #O6357575

$2,375—
Jun 23, 2021

Rented

MFRMLS #O5947232

$1,800—
Jun 3, 2021

Listed (Active)

MFRMLS #O5947232

$1,800—
Jun 15, 2019

Rented

MFRMLS #O5779823

$1,700—
May 22, 2019

Pending

MFRMLS #O5779823

—
Apr 25, 2019

Listed (Active)

MFRMLS #O5779823

$1,700—
DateEvent & SourcePrice
02/18/2026

Price Change

MFRMLS #O6357575

$2,050
01/15/2026

Price Change

MFRMLS #O6357575

$2,250
12/09/2025

Price Change

MFRMLS #O6357575

$2,300
11/03/2025

Price Change

MFRMLS #O6357575

$2,250
11/03/2025

Listed (Active)

MFRMLS #O6357575

$2,375
06/23/2021

Rented

MFRMLS #O5947232

$1,800
06/03/2021

Listed (Active)

MFRMLS #O5947232

$1,800
06/15/2019

Rented

MFRMLS #O5779823

$1,700
05/22/2019

Pending

MFRMLS #O5779823

—
04/25/2019

Listed (Active)

MFRMLS #O5779823

$1,700

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Schools near 8265 Maritime Flag Street, Unit 101

This home is within Orange County Public Schools.
Rating
School
Type
Grades
Distance
Sunset Park Elementary School
Public - K to 5
Cornerstone Academy Charter
Charter - K to 8
Horizon West Middle School
Public - 6 to 8
Cornerstone Charter Academy High School
Charter - 9 to 12
Rating
School
Distance
Sunset Park Elementary School
PublicK to 5

Cornerstone Academy Charter
CharterK to 8

Horizon West Middle School
Public6 to 8

Cornerstone Charter Academy High School
Charter9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

More information about 8265 Maritime Flag Street, Unit 101, Windermere, FL 34786

8265 Maritime Flag Street, Unit 101 is available for rent in Windermere, FL 34786. This property was listed on November 3, 2025 by FLORIDA REALTY INVESTMENTS, it's currently listed at $2,050. It has been on the market for a total of 112 days and was last rented on June 23, 2021. This listing's school district is Orange County Public Schools. Nearby schools include Sunset Park Elementary School, Cornerstone Academy Charter and Horizon West Middle School. 8265 Maritime Flag Street, Unit 101 is a 3-bed, 3-bath, 1,644 sqft a property built in 2012.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the owner. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of FLORIDA REALTY INVESTMENTS, Carissa Lawhun

The information being provided by MFRMLS and Daytona Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of MFRMLS or Daytona Multiple Listing Service. Real estate listings held by brokerage firms other than this site owner are marked with the IDX/MLS logo. Information deemed reliable but is not guaranteed accurate by MFRMLS or Daytona Multiple Listing Service. Last updated: 02/18/2026 02:24 PM