Date
Details
Price
Change
Source
9/14/2026
Listed
$2,400
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/29
$2,400
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1/29
Property Description
Welcome to 8259 Maritime Flag Street in desirable Windermere! This inviting 3-bedroom, 2.5-bath villa-style condo offers comfortable living in a convenient location. Residents enjoy access to community amenities, including a swimming pool, clubhouse, and fitness center. Just across the street, a shopping center provides easy access to a grocery store, excellent dining options, and additional everyday conveniences. Don't miss the opportunity to enjoy a low-maintenance lifestyle close to everything Windermere has to offer!
Full Property Details
Full Property Details for 8259 Maritime Flag St #S
General
- Rent: $2,400
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: S5157575
- Updated: 9/15/2026
- Added to Site: 8 day(s) ago
Rental Information
- Lease/Rent Term: 12 Months
Interior
- Number of Rooms: 6
- Interior Features: Ceiling Fan(s), Other
- Appliances: Dishwasher, Dryer, Washer
- Furnishings: Unfurnished
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 2
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Laundry Room
Parking
- Parking Features: Assigned
Location
- Area: 34786 - Windermere
- County: Orange
- Development Name: 34786 - Windermere
- Subdivision: LAKESIDE VILLAS
- Driving Directions: From I-4, take Exit 68 and travel north on Winter Garden Vineland Road (CR-535). Turn right onto Carlow Court to enter the Lakeside community. Turn left onto Ripplepointe Way, left onto Grider Way, then left onto Maritime Flag Street. Follow the road around to the right; Building 8259 will be on the right. Please park in designated guest spaces.
School Information
- Elementary School: Sunset Park Elem
- Middle School: Horizon West Middle School
- High School: Windermere High School
Community
- Community Name: 34786 - Windermere
- Community Features: Clubhouse, Fitness Center, Playground, Pool
- Association: Yes
- Assoc. Name: Heather Dean
- Number of Pets: 1
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Structural Information
- Stories/Levels: Two
- Square Feet: 1,363
- Year Built: 2011
Lot Features
- Lot Size (Acres): 0.02
- Lot Size (Sq. Ft.): 693
- Lot Size: 693
- Street/Road Desc.: Asphalt
Financial Considerations
- Lease Price: $2,400
- Assoc Fee Desc.: None
- Application Fee: $110
Disclosures and Reports
- Flood Zone Info: x
- APN: 312328479021102
- Property ID: 312328479021102
Listed by Altis Realty
Schools
Schools serving 8259 Maritime Flag St #S
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Sunset Park Elementary School, Windermere, FL 12050 Overstreet Road, Windermere, FL 34786 | K-5 | 0.9 mi |
Horizon West Middle School 8200 Tattant Boulevard, Windermere, FL 34786 | 6-8 | 0.8 mi |
Windermere High School 5523 Winter Garden Vineland Road, Windermere, FL 34786 | 9-12 | 2.9 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price History for 8259 Maritime Flag St #S
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- Single Family
- Active
- 3Beds
- 2Total Baths
- 1,836Sq. Ft.
Listed by Sogo Real Estate Services Llc
- Single Family
- Active
- Updated 2 days ago
- 3Beds
- 2Total Baths
- 1,147Sq. Ft.
Listed by Action Plus Realty Services
- Single Family
- Active
- 3Beds
- 2Total Baths
- 1,269Sq. Ft.
Listed by Florida Top Realty
- Single Family
- Active
- Updated 3 days ago
- 3Beds
- 2Total Baths
- 1,468Sq. Ft.
Listed by Advance Realty & Management Llc
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- Single Family
- Active
- Updated 4 days ago
- 3Beds
- 2Total Baths
- 1,413Sq. Ft.
Listed by Crown Realty Company
- Condo
- Active
- Updated 2 days ago
- 2Beds
- 2Total Baths
- 1,109Sq. Ft.
Listed by Commercial Real Estate Prof In
- Single Family
- Active
- Updated 3 days ago
- 3Beds
- 3Total Baths
- 1,952Sq. Ft.
Listed by Blue Magnolia Realty Llc
- Townhouse
- Active
- Updated 2 days ago
- 3Beds
- 3Total Baths
- 1,907Sq. Ft.
Listed by Exit Real Estate Results
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- Apartment
- Active
- Updated 2 days ago
- 2Beds
- 2Total Baths
- 1,118Sq. Ft.
Listed by The Apartment Brothers Llc
- Single Family
- Active
- Updated 5 days ago
- 3Beds
- 2Total Baths
- 1,500Sq. Ft.
Listed by Broker Hub Realty Group Llc
- Condo
- Active
- Updated 5 days ago
- 2Beds
- 2Total Baths
- 1,031Sq. Ft.
Listed by Re/Max 200 Realty
- Condo
- Active
- Updated 19 hours ago
- 2Beds
- 2Total Baths
- 1,031Sq. Ft.
Listed by Re/Max 200 Realty
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- Townhouse
- Closed
- 3Beds
- 3Total Baths
- 1,446Sq. Ft.
Listed and Sold by Wra Business & Real Estate
- Condo
- Closed
- 3Beds
- 2Total Baths
- 1,332Sq. Ft.
Listed and Sold by Century 21 Carioti
- Condo
- Closed
- 3Beds
- 2Total Baths
- 1,442Sq. Ft.
Listed and Sold by Mr Vargas Property Management Llc
- Apartment
- Closed
- 2Beds
- 2Total Baths
- 1,161Sq. Ft.
Listed by Zaria Realty Group Llc
Sold by Citrus Palms Realty
Sold by Citrus Palms Realty
8259 Maritime Flag Street #S, Windermere, FL 34786 (MLS# S5157575) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 8259 Maritime Flag Street #S is currently listed for rent at $2,400 and was received on September 14, 2026. Want to learn more about 8259 Maritime Flag Street #S? Do you have questions about finding other real estate for sale or rent in Windermere? You can browse all Windermere rentals or contact a Coldwell Banker agent to request more information.