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.
Property Details
Price:
$2,550
MLS #:
O6440608
Status:
Active
Beds:
3
Baths:
2
Type:
Rental
Subtype:
Condominium
Subdivision:
LAKESIDE/LKS/WINDERMERE
Neighborhood:
34786windermere
Listed Date:
Sep 9, 2026
Finished Sq Ft:
1,332
Total Sq Ft:
1,332
Lot Size:
16,043 sqft / 0.37 acres (approx)
Year Built:
2009
See this Listing
Schools
Elementary School:
Sunset Park Elem
Middle School:
Horizon West Middle School
High School:
Windermere High School
Interior
Appliances
Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Freezer, Ice Maker, Microwave, Range, Refrigerator, Trash Compactor, Washer
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Ceramic Tile, Luxury Vinyl
Heating
Electric
Interior Features
Ceiling Fan(s), Elevator, High Ceilings, Thermostat, Window Treatments
Laundry Features
Electric Dryer Hookup, Washer Hookup
Levels
One
Exterior
Association Amenities
Clubhouse, Elevator(s), Fitness Center, Gated, Park, Pickleball Court(s), Playground, Pool, Security, Tennis Court(s), Trail(s), Wheelchair Access
Community Features
Fishing, Waterfront, Buyer Approval Required, Clubhouse, Fitness Center, Gated Community – No Guard, Playground, Pool, Sidewalks, Tennis Court(s), Wheelchair Access
Parking Features
Assigned
Patio And Porch Features
Covered, Enclosed, Screened
Security Features
Gated Community, Key Card Entry
View
Water
Waterfront Features
Waterfront
Window Features
Blinds, Shutters
Financial
HOA Name
Heather Dean
Map
Community
- Address8256 MARITIME FLAG STREET UNIT 305 WINDERMERE FL
- SubdivisionLAKESIDE/LKS/WINDERMERE
- CityWINDERMERE
- CountyOrange
- Zip Code34786
Subdivisions in WINDERMERE
- ALADAR ON LAKE BUTLER
- ASHLIN PARK PH 1
- ASHLIN PARK PH 2
- BALMORAL
- BELLARIA
- BELMERE VILLAGE
- BELMERE VILLAGE G-5
- BELMERE VILLAGE G2 48 65
- BUTLER BAY
- BUTLER BAY,WINDERMERE CLUB
- CARRINGTON
- CASA DEL LAGO
- CASA DEL LAGO REP
- CASABELLA
- CHAIN DU LAC
- CHAINE DU LAC
- DAVIS SHORES
- DOWN ACRES ESTATES
- DOWN POINT SUB
- EDEN ISLE
- EDEN ISLE BOAT RAMP
- EDENS HAMMOCK
- ENCLAVE
- ENCLAVE/BERKSHIRE PARK B G H I
- ESTANCIA/WINDERMERE
- ESTATES AT LAKE CLARICE
- ESTATES AT WINDERMERE
- FARMS
- GARDENS/ISLEWORTH UN #2
- GLENMUIR
- GLENMUIR 48 39
- GLENMUIR UT 02 51 42
- GOTHA TOWN
- HARBOR ISLE
- ISLES WINDERMERE
- ISLEWORTH
- ISLEWORTH 5TH AMD
- ISLEWORTH WEST
- KEENE’S POINTE
- KEENES POINT
- KEENES POINTE
- KEENES POINTE 46/104
- KEENES POINTE UNIT 03 46/104
- KELSO ON LAKE BUTLER
- LAKE BURDEN SOUTH PH 2
- LAKE BURDEN SOUTH PH 2 #35 36
- LAKE BURDEN SOUTH PH I
- LAKE BUTLER ESTATES
- LAKE BUYNAK ESTATES
- LAKE CAWOOD COVE
- LAKE CRESCENT RESERVE
- LAKE DOWN CREST
- LAKE DOWN ESTATES
- LAKE DOWN POINTE 50 42
- LAKE DOWN RESERVE
- LAKE DOWN SHORES
- LAKE DOWN SHORES REP
- LAKE HANCOCK SHORES
- LAKE OLIVIA RESERVE
- LAKE ROPER POINTE
- LAKE SAWYER
- LAKE SAWYER SOUTH
- LAKE SAWYER SOUTH PH 01
- LAKE SAWYER SOUTH PH 03
- LAKE SAWYER SOUTH PH 04
- LAKE SAWYER SOUTH PH 05
- LAKE SAWYER SOUTH PH 1
- LAKE SAWYER SOUTH PH 2
- LAKE SAWYER SOUTH PH 3
- LAKE SAWYER SOUTH PH 5
- LAKES
- LAKES OF WINDERMERE PEACHTREE
- LAKES OF WINDERMERE PH 2A
- LAKES OF WINDERMERE-PEACHTREE
- LAKES WINDERMERE PH 01 49 108
- LAKES/WINDERMERE LAKE REAMS TWNH
- LAKES/WINDERMERE PH 02A
- LAKES/WINDERMERE PH 03 P & Q
- LAKES/WINDERMERE PH 04
- LAKES/WINDERMERE-LK REAMS TWHM
- LAKES/WINDERMERE-LK REAMS TWNH
- LAKES/WINDERMERE-PEACHTREE
- LAKESIDE AT LAKES OF WINDERMERE
- LAKESIDE AT LAKES OF WINDERMERE CONDO PH 1
- LAKESIDE AT LAKES OF WINDERMERE CONDOMINIUM
- LAKESIDE/LKS
- LAKESIDE/LKS/WINDERMERE
- LEGADO
- LEGADO 95/47 LOT 100
- LEGADO 95/47 LOT 99
- LES TERRACES
- MAGNOLIA PARK WINDERMERE
- MANORS AT BUTLER BAY PH 01
- MANORS AT BUTLER BAY PH 02
- MARINA BAY ESTATES
- MERRICK LANDING
- MERRICK LNDG
- METCALF PARK REP
- OASIS COVE I/LAKESIDE VILLAGE PH 01
- OASIS COVE II/LAKESIDE VILLAGE PH
- OASIS COVE/LAKESIDE VILLAGE PH VII
- OXFORD MOOR 47/30
- PALMS AT WINDERMERE
- PEACHTREE PARK
- PRESTON SQUARE
- PROVIDENCE PH 01 50 03
- PROVIDENCE PH 02
- RESERVE AT BELMERE
- RESERVE AT BELMERE PH 02 48 144
- RESERVE AT LAKE BUTLER SOUND
- RESERVE AT LAKE BUTLER SOUND UNIT 2
- RESERVE AT WINDERMERE
- ROBERTS LANDING
- ROYAL ESTATES
- SADDLECREST AT WINDERMERE
- SANCTUARY AT LAKES OF WINDERMERE
- SANDY SHORES
- SAWYER SHORES SUB
- SILVER WOODS
- SILVER WOODS PH 01
- SILVER WOODS PH 02
- SILVER WOODS PH 03
- SILVER WOODS PH 05
- SOUTHBRIDGE VILLAGE
- STILLWATER XINGS PRCL SC-13 PH
- SUMMERPORT
- SUMMERPORT PH 03
- SUMMERPORT PH 04 C E F & G
- SUMMERPORT PH 05
- SUMMERPORT PH 5
- SUMMERPORT PHASE 1
- SUMMERPORT PHASE4
- SUMMERPORT TRAIL PH 2
- SUMMERPORT TRL
- SUNSET BAY
- TENNYSON PK/SUMMERPORT
- TILDENS GROVE
- VINEYARDS/HORIZONS WEST PH 2B
- VINEYARDS/HORIZONS WEST PH 4
- WATERFORD POINTE PH 02 REP
- WATERSTONE
- WATERSTONE A D E F G H J L
- WAUSEON RIDGE
- WEATHERSTONE ON LAKE OLIVIA
- WESTSIDE VILLAGE
- WHICKHAM PARK
- WHITNEY ISLES/BELMERE PH 02
- WICKHAM PARK
- WICKHAM PARK 04 05 06 09 10 11 12 01
- WILLOWS AT LAKE RHEA
- WILLOWS AT LAKE RHEA PH 03
- WINDERMERE
- WINDERMERE DOWNS
- WINDERMERE GRANDE
- WINDERMERE ISLE
- WINDERMERE ISLE PH 2
- WINDERMERE LNDGS FD-1
- WINDERMERE LNDGS PH 02
- WINDERMERE SOUND
- WINDERMERE SOUND PH 2
- WINDERMERE TERRACE
- WINDERMERE TOWN
- WINDERMERE TOWN REP
- WINDERMERE TRAILS
- WINDERMERE TRAILS PHASE 1C
- WINDERMERE TRLS PH 1A
- WINDERMERE TRLS PH 1C
- WINDERMERE TRLS PH 3A
- WINDERMERE TRLS PH 3B
- WINDERMERE TRLS PH 4B
- WINDERMERE TRLS PH 5A
- WINDERMERE TRLS PH 5B
- WINDERMERE TRLS PRCL 3
- WINDSOR HILL
- WINDSTONE
Market Summary
Current real estate data for Rental in WINDERMERE as of Sep 10, 2026
87
Rental Listed
69
Avg DOM
2
Avg $ / SqFt
$4,443
Avg List Price
Property Summary
- Located in the LAKESIDE/LKS/WINDERMERE subdivision, 8256 MARITIME FLAG STREET UNIT 305 WINDERMERE FL is a Rental for sale in WINDERMERE, FL, 34786. It is listed for $2,550 To schedule a showing of MLS#o6440608 at 8256 MARITIME FLAG STREET UNIT 305 in WINDERMERE, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
Similar Listings Nearby
Courtesy of IAD REAL ESTATE. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than CENTURY 21 Carioti include the name of the listing broker. Neither the listing company nor CENTURY 21 Carioti shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 8256 MARITIME FLAG STREET UNIT 305
WINDERMERE, FL